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Halofuginone

CAS No.:
55837-20-2
Catalog Number:
AG0039CM
Molecular Formula:
C16H17BrClN3O3
Molecular Weight:
414.6815
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
5mg
98%
1 week
United States
$182
- +
10mg
98%
1 week
United States
$251
- +
25mg
98%
1 week
United States
$446
- +
50mg
98%
1 week
United States
$682
- +
100mg
98%
1 week
United States
$1098
- +
Product Description
Catalog Number:
AG0039CM
Chemical Name:
Halofuginone
CAS Number:
55837-20-2
Molecular Formula:
C16H17BrClN3O3
Molecular Weight:
414.6815
MDL Number:
MFCD09834143
IUPAC Name:
7-bromo-6-chloro-3-[3-[(2S,3R)-3-hydroxypiperidin-2-yl]-2-oxopropyl]quinazolin-4-one
InChI:
InChI=1S/C16H17BrClN3O3/c17-11-6-13-10(5-12(11)18)16(24)21(8-20-13)7-9(22)4-14-15(23)2-1-3-19-14/h5-6,8,14-15,19,23H,1-4,7H2/t14-,15+/m0/s1
InChI Key:
LVASCWIMLIKXLA-LSDHHAIUSA-N
SMILES:
O=C(Cn1cnc2c(c1=O)cc(c(c2)Br)Cl)C[C@H]1NCCC[C@@H]1O
Properties
Complexity:
533  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
2  
Defined Bond Stereocenter Count:
0
Exact Mass:
413.014g/mol
Formal Charge:
0
Heavy Atom Count:
24  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
414.684g/mol
Monoisotopic Mass:
413.014g/mol
Rotatable Bond Count:
4  
Topological Polar Surface Area:
82A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
1.4  
Literature
Title Journal
Inhibition of matrix metalloproteinase-2 by halofuginone is mediated by the Egr1 transcription factor. Anti-cancer drugs 20121101
Halofuginone prevents estrogen-deficient osteoporosis in mice. Journal of cellular biochemistry 20121001
Validation of the aging hen (Gallus gallus domesticus) as an animal model for uterine leiomyomas. Biology of reproduction 20121001
Halofugine prevents cutaneous graft versus host disease by suppression of Th17 differentiation. Hematology (Amsterdam, Netherlands) 20120901
Anticoccidial effect of halofuginone hydrobromide against Eimeria tenella with associated histology. Parasitology research 20120801
Halofuginone inhibits multiple myeloma growth in vitro and in vivo and enhances cytotoxicity of conventional and novel agents. British journal of haematology 20120601
TH17 cells are critical for skin-specific pathological injury in acute graft-versus-host disease. Transplantation proceedings 20120601
Local inhibition of angiogenesis by halofuginone coated silicone materials. Journal of materials science. Materials in medicine 20120501
Characterization of Plasmodium liver stage inhibition by halofuginone. ChemMedChem 20120501
Reduction of burn scar formation by halofuginone-eluting silicone gel sheets: a controlled study on nude mice. Annals of plastic surgery 20120301
Surgical stress resistance induced by single amino acid deprivation requires Gcn2 in mice. Science translational medicine 20120125
Th17 response and inflammatory autoimmune diseases. International journal of inflammation 20120101
Halofuginone down-regulates Smad3 expression and inhibits the TGFbeta-induced expression of fibrotic markers in human corneal fibroblasts. Molecular vision 20120101
Altered tryptophan metabolism as a paradigm for good and bad aspects of immune privilege in chronic inflammatory diseases. Frontiers in immunology 20120101
The immune diet: meeting the metabolic demands of lymphocyte activation. F1000 biology reports 20120101
Involvement of host stroma cells and tissue fibrosis in pancreatic tumor development in transgenic mice. PloS one 20120101
Determination of eleven coccidiostats in animal feed by liquid chromatography-tandem mass spectrometry at cross contamination levels. Analytica chimica acta 20110826
Development and validation of a multi-residue liquid chromatography-tandem mass spectrometry confirmatory method for eleven coccidiostats in eggs. Analytica chimica acta 20110826
[An absence of donor TH17 differentiation ameliorates dermal tissue damage]. Zhonghua yi xue za zhi 20110712
Efficacy of halofuginone lactate in the prevention of cryptosporidiosis in dairy calves. The Veterinary record 20110514
[The role of Th17 cells in early onset of mice acute graft versus host disease]. Zhonghua xue ye xue za zhi = Zhonghua xueyexue zazhi 20110501
Identification and functional validation of the novel antimalarial resistance locus PF10_0355 in Plasmodium falciparum. PLoS genetics 20110401
Light-chain shuffling from an antigen-biased phage pool allows 185-fold improvement of an anti-halofuginone single-chain variable fragment. Analytical biochemistry 20110301
Is there any synergic effect for coadministration of mitomycin C and halofuginone on the skin wound healing? American journal of otolaryngology 20110101
Phase II AIDS Malignancy Consortium trial of topical halofuginone in AIDS-related Kaposi sarcoma. Journal of acquired immune deficiency syndromes (1999) 20110101
Halofuginone and muscular dystrophy. Histology and histopathology 20110101
Halofuginone-coated urethral catheters prevent periurethral spongiofibrosis in a rat model of urethral injury. Journal of endourology 20110101
Identification of Baicalin as an immunoregulatory compound by controlling T(H)17 cell differentiation. PloS one 20110101
How can natural products serve as a viable source of lead compounds for the development of new/novel anti-malarials? Malaria journal 20110101
Natural products as starting points for future anti-malarial therapies: going back to our roots? Malaria journal 20110101
The Ras antagonist, farnesylthiosalicylic acid (FTS), decreases fibrosis and improves muscle strength in dy/dy mouse model of muscular dystrophy. PloS one 20110101
Illthrift in suckling lambs secondary to umbilical infections and possible implication of cryptosporidiosis as a risk factor. Veterinary medicine international 20110101
Aberrant repair and fibrosis development in skeletal muscle. Skeletal muscle 20110101
Th17 cells and IL-17 in protective immunity to vaginal candidiasis. PloS one 20110101
Calf health from birth to weaning. II. Management of diarrhoea in pre-weaned calves. Irish veterinary journal 20110101
Probiotics for the control of parasites: an overview. Journal of parasitology research 20110101
Microarray profiling reveals the integrated stress response is activated by halofuginone in mammary epithelial cells. BMC research notes 20110101
Halofuginone has anti-proliferative effects in acute promyelocytic leukemia by modulating the transforming growth factor beta signaling pathway. PloS one 20110101
Efficacy of topical halofuginone in myringotomy patency. European archives of oto-rhino-laryngology : official journal of the European Federation of Oto-Rhino-Laryngological Societies (EUFOS) : affiliated with the German Society for Oto-Rhino-Laryngology - Head and Neck Surgery 20101101
Pharmacokinetic and tissue distribution of doxycycline in broiler chickens pretreated with either: diclazuril or halofuginone. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20101101
Inhibition of pancreatic stellate cell activation by halofuginone prevents pancreatic xenograft tumor development. Pancreas 20101001
The effects of methylprednisolone and halofuginone on preventing esophageal and hypopharyngeal fibrosis in delivered radiotherapy. European archives of oto-rhino-laryngology : official journal of the European Federation of Oto-Rhino-Laryngological Societies (EUFOS) : affiliated with the German Society for Oto-Rhino-Laryngology - Head and Neck Surgery 20100901
Is feline acquired reactive perforating collagenosis a wound healing defect? Treatment with topical betamethasone and halofuginone appears beneficial. Veterinary dermatology 20100801
Fibrosis inhibition and muscle histopathology improvement in laminin-alpha2-deficient mice. Muscle & nerve 20100801
Surface modification of silicone breast implants by binding the antifibrotic drug halofuginone reduces capsular fibrosis. Plastic and reconstructive surgery 20100701
Innovative therapies for systemic sclerosis. Current opinion in rheumatology 20100501
Halofuginone inhibits Smad3 phosphorylation via the PI3K/Akt and MAPK/ERK pathways in muscle cells: effect on myotube fusion. Experimental cell research 20100401
Radioprotectors and mitigators of radiation-induced normal tissue injury. The oncologist 20100401
The antifibrotic drug halofuginone inhibits proliferation and collagen production by human leiomyoma and myometrial smooth muscle cells. Fertility and sterility 20100301
Halofuginone, a specific inhibitor of collagen type 1 synthesis, ameliorates oxidant colonic damage in rats with experimental colitis. Digestive diseases and sciences 20100301
Halofuginone enhances the radiation sensitivity of human tumor cell lines. Cancer letters 20100301
Dihydroxylation of vinyl sulfones: stereoselective synthesis of (+)- and (-)-febrifugine and halofuginone. The Journal of organic chemistry 20100115
Halofuginone- and chitosan-coated amnion membranes demonstrate improved abdominal adhesion prevention. TheScientificWorldJournal 20100101
Oesophageal foreign bodies in dogs: factors affecting success of endoscopic retrieval. Irish veterinary journal 20100101
Validation of a multi-residue liquid chromatography-tandem mass spectrometry confirmatory method for 10 anticoccidials in eggs according to Commission Decision 2002/657/EC. Journal of chromatography. A 20091113
Multi-residue confirmatory method for the determination of twelve coccidiostats in chicken liver using liquid chromatography tandem mass spectrometry. Journal of chromatography. A 20091113
Systematic review and meta-analyses of the effects of halofuginone against calf cryptosporidiosis. Preventive veterinary medicine 20091001
Halofuginone mediated protection against radiation-induced leg contracture. International journal of oncology 20090801
Combination of cell culture and quantitative PCR for screening of drugs against Cryptosporidium parvum. Veterinary parasitology 20090610
Immunology. Amino acid addiction. Science (New York, N.Y.) 20090605
Halofuginone inhibits TH17 cell differentiation by activating the amino acid starvation response. Science (New York, N.Y.) 20090605
Recent advances in the treatment of systemic sclerosis. Clinical reviews in allergy & immunology 20090601
Inhibition of transforming growth factor beta signaling by halofuginone as a modality for pancreas fibrosis prevention. Pancreas 20090501
Effectiveness of topically applied halofuginone in management of subglottic stenosis in rats. Otolaryngology--head and neck surgery : official journal of American Academy of Otolaryngology-Head and Neck Surgery 20090501
Synthesis and comparison of antimalarial activity of febrifugine derivatives including halofuginone. Medicinal chemistry (Shariqah (United Arab Emirates)) 20090501
Treatment of calf diarrhea: antimicrobial and ancillary treatments. The Veterinary clinics of North America. Food animal practice 20090301
Halofuginone prevents extracellular matrix deposition in diabetic nephropathy. Biochemical and biophysical research communications 20090206
Wound-healing modulation in upper airway stenosis-Myths and facts. Head & neck 20090101
Anti-angiogenic effects of pterogynidine alkaloid isolated from Alchornea glandulosa. BMC complementary and alternative medicine 20090101
Halofuginone has a beneficial effect on gentamicin-induced acute nephrotoxicity in rats. Drug and chemical toxicology 20090101
Focus on collagen: in vitro systems to study fibrogenesis and antifibrosis state of the art. Fibrogenesis & tissue repair 20090101
Targeting liver myofibroblasts: a novel approach in anti-fibrogenic therapy. Hepatology international 20081201
Prevention of muscle fibrosis and improvement in muscle performance in the mdx mouse by halofuginone. Neuromuscular disorders : NMD 20081101
An outbreak of cryptosporidiosis in a collection of Stone curlews (Burhinus oedicnemus) in Dubai. Avian pathology : journal of the W.V.P.A 20081001
Myofibroblasts in pulmonary and brain metastases of alveolar soft-part sarcoma: a novel target for treatment? Neoplasia (New York, N.Y.) 20080901
The effect of halofuginone, a specific inhibitor of collagen type 1 synthesis, in the prevention of pancreatic fibrosis in an experimental model of severe hyperstimulation and obstruction pancreatitis. The Journal of surgical research 20080701
The preventive effect of halofuginone on posterior glottic stenosis in a rabbit model. Otolaryngology--head and neck surgery : official journal of American Academy of Otolaryngology-Head and Neck Surgery 20080701
Halofuginone upregulates the expression of heparanase in thioacetamide-induced liver fibrosis in rats. Laboratory investigation; a journal of technical methods and pathology 20080601
Functional resolution of fibrosis in mdx mouse dystrophic heart and skeletal muscle by halofuginone. American journal of physiology. Heart and circulatory physiology 20080401
Focusing on fibrosis: halofuginone-induced functional improvement in the mdx mouse model of Duchenne muscular dystrophy. American journal of physiology. Heart and circulatory physiology 20080401
Type I collagen expression contributes to angiogenesis and the development of deeply invasive cutaneous melanoma. International journal of cancer 20080301
NF-kappa B: a new player in angiostatic therapy. Angiogenesis 20080301
The liver pharmacological and xenobiotic gene response repertoire. Molecular systems biology 20080101
Effect of halofuginone lactate on treatment and prevention of lamb cryptosporidiosis: an extensive field trial. Journal of veterinary pharmacology and therapeutics 20071201
Involvement of ERK signaling in halofuginone-driven inhibition of fibroblast ability to contract collagen lattices. European journal of pharmacology 20071114
(2R,3S)-(+)- and (2S,3R)-(-)-Halofuginone lactate: synthesis, absolute configuration, and activity against Cryptosporidium parvum. Bioorganic & medicinal chemistry letters 20070801
Development and validation of a cell culture based assay for in vitro assessment of anticryptosporidial compounds. Parasitology research 20070601
Gene expression during chemically induced liver fibrosis: effect of halofuginone on TGF-beta signaling. Cell and tissue research 20070401
Evaluation of endotoxaemia in the prognosis and treatment of scouring merino lambs. Journal of veterinary medicine. A, Physiology, pathology, clinical medicine 20070301
Inhibition of fibroblast to myofibroblast transition by halofuginone contributes to the chemotherapy-mediated antitumoral effect. Molecular cancer therapeutics 20070201
Effects of halofuginone on fibrosis formation secondary to experimentally induced subglottic trauma. The Laryngoscope 20070201
Halofuginone reduces the occurrence of renal fibrosis in 5/6 nephrectomized rats. The Israel Medical Association journal : IMAJ 20070101
Potential therapeutical effects of topical halofuginone hydrobromide in keloid management. Medical hypotheses 20070101
Effect of halofuginone, a collagen alpha1(I) inhibitor, on wound healing in normal and irradiated skin: implication for hematopoietic stem cell transplantation. Acta haematologica 20070101
Evolving concepts of liver fibrogenesis provide new diagnostic and therapeutic options. Comparative hepatology 20070101
Field study of the efficacy of halofuginone and decoquinate in the treatment of cryptosporidiosis in veal calves. The Veterinary record 20061111
Hydrodynamics based transfection in normal and fibrotic rats. World journal of gastroenterology 20061014
Halofuginone inhibits NF-kappaB and p38 MAPK in activated T cells. Journal of leukocyte biology 20060801
Phase I and pharmacokinetic study of halofuginone, an oral quinazolinone derivative in patients with advanced solid tumours. European journal of cancer (Oxford, England : 1990) 20060801
Halofuginone induces matrix metalloproteinases in rat hepatic stellate cells via activation of p38 and NFkappaB. The Journal of biological chemistry 20060602
Involvement of the tyrosine phosphatase early gene of liver regeneration (PRL-1) in cell cycle and in liver regeneration and fibrosis effect of halofuginone. Cell and tissue research 20060601
Halofuginone prevents subglottic stenosis in a canine model. The Annals of otology, rhinology, and laryngology 20060501
Halofuginone suppresses the lung metastasis of chemically induced hepatocellular carcinoma in rats through MMP inhibition. Neoplasia (New York, N.Y.) 20060401
Halofuginone inhibits tumor growth in the polyoma middle T antigen mouse via a thrombospondin-1 independent mechanism. Cancer biology & therapy 20060201
Inhibition of rat renal fibroblast proliferation by halofuginone. Nephron. Experimental nephrology 20060101
Drug-eluting stent: a review and update. Vascular health and risk management 20051201
Incidence of residues of nine anticoccidials in eggs. Food additives and contaminants 20051101
Inhibition of Wilms tumor xenograft progression by halofuginone is accompanied by activation of WT-1 gene expression. The Journal of urology 20051001
Deposition and depletion of five anticoccidials in eggs. Journal of agricultural and food chemistry 20050907
Prevention of esophageal strictures in a caustic burn model using halofuginone, an inhibitor of collagen type I synthesis. The Laryngoscope 20050901
Halofuginone inhibits collagen deposition in fibrous capsules around implants. Annals of plastic surgery 20050301
Screening for the coccidiostats halofuginone and nicarbazin in egg and chicken muscle: development of an ELISA. Food additives and contaminants 20050201
Residue analysis for halofuginone in sturgeon muscle by immunoaffinity cleanup and liquid chromatography. Journal of AOAC International 20050101
Efficient and sensitive detection of residues of nine coccidiostats in egg and muscle by liquid chromatography-electrospray tandem mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20041225
Examination of antimicrobial activity of selected non-antibiotic drugs. Acta poloniae pharmaceutica 20041201
Animal models of systemic sclerosis: insights into systemic sclerosis pathogenesis and potential therapeutic approaches. Current opinion in rheumatology 20041101
Liquid chromatography-electrospray tandem mass spectrometric assay suitable for quantitation of halofuginone in plasma. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20041015
Halofuginone can worsen liver fibrosis in bile duct obstructed rats. Liver international : official journal of the International Association for the Study of the Liver 20041001
Halofuginone inhibits angiogenesis and growth in implanted metastatic rat brain tumor model--an MRI study. Neoplasia (New York, N.Y.) 20040901
Suppression of hepatocellular carcinoma growth in mice by the alkaloid coccidiostat halofuginone. European journal of cancer (Oxford, England : 1990) 20040601
Ureteral replacement using small-intestinal submucosa and a collagen inhibitor in a porcine model. Journal of endourology 20040601
Potential nonhormonal therapeutics for medical treatment of leiomyomas. Seminars in reproductive medicine 20040501
Amelioration of radiation-induced fibrosis: inhibition of transforming growth factor-beta signaling by halofuginone. The Journal of biological chemistry 20040409
Smad3 as a mediator of the fibrotic response. International journal of experimental pathology 20040401
Halofuginone, an inhibitor of collagen synthesis by rat stellate cells, stimulates insulin-like growth factor binding protein-1 synthesis by hepatocytes. Journal of hepatology 20040201
The effect of halofuginone, a specific inhibitor of collagen type 1 synthesis, in the prevention of esophageal strictures related to caustic injury. American journal of surgery 20040201
Determination of halofuginone in eggs by liquid chromatography/tandem mass spectrometry after cleanup with immunoaffinity chromatography. Rapid communications in mass spectrometry : RCM 20040101
Halofuginone inhibits serum-stimulated pericardial tissue retraction in vitro. Tissue engineering 20040101
The use of halofuginone in limiting urethral stricture formation and recurrence: an experimental study in rabbits. The Journal of urology 20031101
Treatment with halofuginone results in marked growth inhibition of a von Hippel-Lindau pheochromocytoma in vivo. Clinical cancer research : an official journal of the American Association for Cancer Research 20030901
Resistance to anticoccidial drugs of Dutch avian Eimeria spp. field isolates originating from 1996, 1999 and 2001. Avian pathology : journal of the W.V.P.A 20030801
Halofuginone to treat fibrosis in chronic graft-versus-host disease and scleroderma. Biology of blood and marrow transplantation : journal of the American Society for Blood and Marrow Transplantation 20030701
Development and validation of a method for the confirmation of halofuginone in chicken liver and eggs using electrospray tandem mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20030505
The production and characterisation of an antibody to detect the coccidiostat toltrazuril and its metabolite ponazuril. The Analyst 20030501
A medical compound derived from herbs. Science (New York, N.Y.) 20030328
Prevalence and control of bovine cryptosporidiosis in German dairy herds. Veterinary parasitology 20030325
Hepatitis C and liver fibrosis. Cell death and differentiation 20030101
Hepatic fibrosis: from bench to bedside. Journal of gastroenterology and hepatology 20021201
Halofuginone inhibition of COL1A2 promoter activity via a c-Jun-dependent mechanism. Arthritis and rheumatism 20021001
Halofuginone, a collagen type I inhibitor improves liver regeneration in cirrhotic rats. Journal of hepatology 20020901
Halofuginone does not reduce fibrosis in bleomycin-induced lung injury. Life sciences 20020823
Effect of halofuginone on the development of tight skin (TSK) syndrome. Autoimmunity 20020701
Angiogenesis in bladder cancer--prognostic marker and target for future therapy. Surgical oncology 20020601
The production and characterisation of dinitrocarbanilide antibodies raised using antigen mimics. Journal of immunological methods 20020601
Growth inhibition of prostate cancer xenografts by halofuginone. The Prostate 20020501
Analysis of the effect of halofuginone on bleomycin-induced scleroderma. Rheumatology (Oxford, England) 20020501
Halofuginone, an inhibitor of type-I collagen synthesis and skin sclerosis, blocks transforming-growth-factor-beta-mediated Smad3 activation in fibroblasts. The Journal of investigative dermatology 20020301
Inhibition of anastomotic intimal hyperplasia by a synthetic nonsulphated heparin-mimicking compound. Experimental and clinical cardiology 20020101
Reduction in dermal fibrosis in the tight-skin (Tsk) mouse after local application of halofuginone. Biochemical pharmacology 20011101
Pharmacokinetics and tissue distribution of halofuginone (NSC 713205) in CD2F1 mice and Fischer 344 rats. Cancer chemotherapy and pharmacology 20011101
Halofuginone to prevent and treat thioacetamide-induced liver fibrosis in rats. Hepatology (Baltimore, Md.) 20010201
Novel therapy in the treatment of scleroderma. Expert opinion on investigational drugs 20010101
Determination of halofuginone and amprolium in chicken muscle and egg by liquid chromatography. Journal of AOAC International 20010101
Halofuginone: a potent inhibitor of critical steps in angiogenesis progression. FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20001201
The activity of halofuginone in immunosuppressed rats infected with Cryptosporidium parvum. The Journal of antimicrobial chemotherapy 19950301
Properties