Home Other Building Blocks N,N'-(Hexane-1,6-diyl)diacetamide

N,N'-(Hexane-1,6-diyl)diacetamide

CAS No.:
3073-59-4
Catalog Number:
AG00312I
Molecular Formula:
C10H20N2O2
Molecular Weight:
200.2780
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1g
1 week
United States
$148
- +
5g
1 week
United States
$384
- +
10g
1 week
United States
$694
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Product Description
Catalog Number:
AG00312I
Chemical Name:
N,N'-(Hexane-1,6-diyl)diacetamide
CAS Number:
3073-59-4
Molecular Formula:
C10H20N2O2
Molecular Weight:
200.2780
MDL Number:
MFCD00008684
IUPAC Name:
N-(6-acetamidohexyl)acetamide
InChI:
InChI=1S/C10H20N2O2/c1-9(13)11-7-5-3-4-6-8-12-10(2)14/h3-8H2,1-2H3,(H,11,13)(H,12,14)
InChI Key:
BNQSTAOJRULKNX-UHFFFAOYSA-N
SMILES:
CC(=O)NCCCCCCNC(=O)C
UNII:
LA133J59VU
NSC Number:
95580
Properties
Complexity:
161  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
200.152g/mol
Formal Charge:
0
Heavy Atom Count:
14  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
200.282g/mol
Monoisotopic Mass:
200.152g/mol
Rotatable Bond Count:
7  
Topological Polar Surface Area:
58.2A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
0.3  
Literature
Title Journal
O-Linked N-Acetylglucosamine (O-GlcNAc) Transferase and O-GlcNAcase Interact with Mi2β Protein at the Aγ-Globin Promoter. The Journal of biological chemistry 20160722
Cancer Differentiating Agent Hexamethylene Bisacetamide Inhibits BET Bromodomain Proteins. Cancer research 20160415
Bromodomain and extra-terminal (BET) bromodomain inhibition activate transcription via transient release of positive transcription elongation factor b (P-TEFb) from 7SK small nuclear ribonucleoprotein. The Journal of biological chemistry 20121019
Entry of herpes simplex virus type 1 (HSV-1) into the distal axons of trigeminal neurons favors the onset of nonproductive, silent infection. PLoS pathogens 20120501
Bis-pyrrolyl-tetrazolyl derivatives as hybrid polar compounds: A case of lipophilic functional bioisosterism with bis-acetamides. European journal of medicinal chemistry 20120401
Transient reversal of episome silencing precedes VP16-dependent transcription during reactivation of latent HSV-1 in neurons. PLoS pathogens 20120201
7SK snRNA: a noncoding RNA that plays a major role in regulating eukaryotic transcription. Wiley interdisciplinary reviews. RNA 20120101
A flexible model of HIV-1 latency permitting evaluation of many primary CD4 T-cell reservoirs. PloS one 20120101
DNA replication fading as proliferating cells advance in their commitment to terminal differentiation. Scientific reports 20120101
Vorinostat approved in Japan for treatment of cutaneous T-cell lymphomas: status and prospects. OncoTargets and therapy 20120101
Potentiation of NMDA receptor-dependent cell responses by extracellular high mobility group box 1 protein. PloS one 20120101
Distribution and shedding of the membrane phosphatidylserine during maturation and aging of erythroid cells. Biochimica et biophysica acta 20111201
Cholesterol esterification during differentiation of mouse erythroleukemia (Friend) cells. Hematology reports 20110831
Determination of hexamethylene bisacetamide, an antineoplastic compound, in mouse and human plasma by LC-MS/MS. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20110801
NPMc(+) AML cell line shows differential protein expression and lower sensitivity to DNA-damaging and p53-inducing anticancer compounds. Cell cycle (Georgetown, Tex.) 20110615
New insights into the control of HIV-1 transcription: when Tat meets the 7SK snRNP and super elongation complex (SEC). Journal of neuroimmune pharmacology : the official journal of the Society on NeuroImmune Pharmacology 20110601
Aberrant expression and localization of hnRNP-A2/B1 is a common event in human gastric adenocarcinoma. Journal of gastroenterology and hepatology 20110101
Mouse embryonic stem cells inhibit murine cytomegalovirus infection through a multi-step process. PloS one 20110101
P27(Kip1), regulated by glycogen synthase kinase-3β, results in HMBA-induced differentiation of human gastric cancer cells. BMC cancer 20110101
Somatic mutagenesis with a Sleeping Beauty transposon system leads to solid tumor formation in zebrafish. PloS one 20110101
Protein phosphatase-1 activates CDK9 by dephosphorylating Ser175. PloS one 20110101
DMSO-Free Programmed Cryopreservation of Fully Dissociated and Adherent Human Induced Pluripotent Stem Cells. Stem cells international 20110101
Expression of prion protein in mouse erythroid progenitors and differentiating murine erythroleukemia cells. PloS one 20110101
Antivirals reduce the formation of key Alzheimer's disease molecules in cell cultures acutely infected with herpes simplex virus type 1. PloS one 20110101
Localization and altered expression of nucleophosmin in the nuclear matrix during the differentiation of human hepatocarcinoma SMMC-7721 cells induced by HMBA. Cancer investigation 20101201
Antagonistic roles of the ERK and p38 MAPK signalling pathways in globin expression, haem biosynthesis and iron uptake. The Biochemical journal 20101115
Occupational exposure to HDI: progress and challenges in biomarker analysis. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20101001
Sequential changes in chromatin structure during transcriptional activation in the beta globin LCR and its target gene. The international journal of biochemistry & cell biology 20100901
HMBA depolymerizes microtubules, activates mitotic checkpoints and induces mitotic block in MCF-7 cells by binding at the colchicine site in tubulin. Biochemical pharmacology 20100701
Aberrant expression of nuclear matrix proteins during HMBA-induced differentiation of gastric cancer cells. World journal of gastroenterology 20100507
Constitutive and Inducible Innate Responses in Cells Infected by HSV-1-Derived Amplicon Vectors. The open virology journal 20100101
Interferon alpha induces establishment of alphaherpesvirus latency in sensory neurons in vitro. PloS one 20100101
Hepcidin induces HIV-1 transcription inhibited by ferroportin. Retrovirology 20100101
Content-based microarray search using differential expression profiles. BMC bioinformatics 20100101
De novo synthesis of VP16 coordinates the exit from HSV latency in vivo. PLoS pathogens 20090301
Hexamethylene bisacetamide can convert nonpermissive human cells to a permissive state for expressing the major immediate-early genes of human cytomegalovirus by up-regulating NF-kappaB activity. Virology 20090120
Control of stochastic gene expression by host factors at the HIV promoter. PLoS pathogens 20090101
Gene therapy: the end of the rainbow? Head & neck oncology 20090101
Properties of virion transactivator proteins encoded by primate cytomegaloviruses. Virology journal 20090101
P-TEFb- the final frontier. Cell division 20090101
Wnt pathway reprogramming during human embryonal carcinoma differentiation and potential for therapeutic targeting. BMC cancer 20090101
Molecular control of HIV-1 postintegration latency: implications for the development of new therapeutic strategies. Retrovirology 20090101
A potential novel combination therapy targeting survivin in renal cancer cells: Inhibition of survivin expression by topotecan and hexamethylene bisacetamide. Molecular medicine reports 20090101
Discordant varicella-zoster virus glycoprotein C expression and localization between cultured cells and human skin vesicles. Virology 20081220
Hexamethylene bisacetamide (HMBA) simultaneously targets AKT and MAPK pathway and represses NF kappaB activity: implications for cancer therapy. Cell cycle (Georgetown, Tex.) 20081201
[Molecular mechanism underlying differentiation of HL-60 cells induced by hexamethylene bisacetamide]. Zhongguo shi yan xue ye xue za zhi 20081001
HEXIM1 regulates 17beta-estradiol/estrogen receptor-alpha-mediated expression of cyclin D1 in mammary cells via modulation of P-TEFb. Cancer research 20080901
[Expression and localization of hnRNP A2/B1 during differentiation of human osteosarcoma MG-63 cells induced by HMBA]. Ai zheng = Aizheng = Chinese journal of cancer 20080701
PP2B and PP1alpha cooperatively disrupt 7SK snRNP to release P-TEFb for transcription in response to Ca2+ signaling. Genes & development 20080515
Hexamethylene bisacetamide inhibits malignant phenotype in T-ALL cell lines. Leukemia research 20080501
Hexamethylene bisacetamide as a treatment for T-cell leukemia (T-ALL). Leukemia research 20080501
Non-random subcellular distribution of variant EKLF in erythroid cells. Experimental cell research 20080415
Hexamethylbisacetamide and disruption of human immunodeficiency virus type 1 latency in CD4(+) T cells. The Journal of infectious diseases 20080415
Effect of hexamethylene bisacetamide (HMBA) on the microtubular system of Tetrahymena pyriformis. Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology 20080201
Hexamethylene bisacetamide leads to reduced helper virus-free HSV-1 amplicon expression titers via suppression of ICP0. The journal of gene medicine 20080201
[Localization of prohibitin in nuclear matrix and its expressive alteration during the differentiation of human osteosarcoma MG-63 cells induced by HMBA]. Fen zi xi bao sheng wu xue bao = Journal of molecular cell biology 20080201
PU.1 is dispensable to block erythroid differentiation in Friend erythroleukemia cells. Leukemia research 20080101
Relationship between the induction of leukemia cell differentiation and the enhancement of reporter gene expression in 3T3 Swiss cells. Leukemia research 20080101
Histone modifications associated with herpes simplex virus type 1 genomes during quiescence and following ICP0-mediated de-repression. The Journal of general virology 20080101
Overexpression of CDC2/CyclinB1 in gliomas, and CDC2 depletion inhibits proliferation of human glioma cells in vitro and in vivo. BMC cancer 20080101
Detailed characterization of the mouse embryonic stem cell transcriptome reveals novel genes and intergenic splicing associated with pluripotency. BMC genomics 20080101
Multi-stage Friend murine erythroleukemia: molecular insights into oncogenic cooperation. Retrovirology 20080101
Defeating cancer with antidepressants. Ecancermedicalscience 20080101
HMBA releases P-TEFb from HEXIM1 and 7SK snRNA via PI3K/Akt and activates HIV transcription. PLoS pathogens 20071001
HEXIM1 and the control of transcription elongation: from cancer and inflammation to AIDS and cardiac hypertrophy. Cell cycle (Georgetown, Tex.) 20070801
Alteration of nuclear matrix-intermediate filament system and differential expression of nuclear matrix proteins during human hepatocarcinoma cell differentiation. World journal of gastroenterology 20070528
Proteomic analysis of erythroid differentiation induced by hexamethylene bisacetamide in murine erythroleukemia cells. Experimental hematology 20070201
Down-regulation of CD44 contributes to the differentiation of HL-60 cells induced by ATRA or HMBA. Cellular & molecular immunology 20070201
Temporal variation in the expression of the p53 protein in proliferating and differentiating murine erythroleukaemia cells. Molecular and cellular biochemistry 20070101
Cellular mRNA activates transcription elongation by displacing 7SK RNA. PloS one 20070101
Delayed biosynthesis of varicella-zoster virus glycoprotein C: upregulation by hexamethylene bisacetamide and retinoic acid treatment of infected cells. Journal of virology 20061001
Enhancement of antitumor activity of herpes simplex virus gamma(1)34.5-deficient mutant for oral squamous cell carcinoma cells by hexamethylene bisacetamide. Cancer gene therapy 20060801
Growth inhibition and differentiation of human breast cancer cells by the PAFR antagonist WEB-2086. British journal of cancer 20060605
The carbonic anhydrase I locus contains a c-Myb target promoter and modulates differentiation of murine erythroleukemia cells. Oncogene 20060504
Microsphere-based protease assays and screening application for lethal factor and factor Xa. Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501
Following the differentiation of human pluripotent stem cells by proteomic identification of biomarkers. Stem cells and development 20060401
[Changes of nuclear matrix proteins during differentiation of human osteosarcoma MG-63 cells induced by HMBA]. Fen zi xi bao sheng wu xue bao = Journal of molecular cell biology 20060401
Increased HEXIM1 expression during erythroleukemia and neuroblastoma cell differentiation. Journal of cellular physiology 20060301
1,6-Diaminohexane contributes to the hexamethylene bisacetamide-induced erythroid differentiation pathway by stimulating Ca2+ release from inositol 1,4,5-trisphosphate-sensitive stores and promoting Ca2+ influx. Archives of biochemistry and biophysics 20060101
Differentiation-inducing therapy for solid tumors. Current pharmaceutical design 20060101
Changes of nuclear matrix proteins following the differentiation of human osteosarcoma MG-63 cells. Genomics, proteomics & bioinformatics 20060101
Interplay between 7SK snRNA and oppositely charged regions in HEXIM1 direct the inhibition of P-TEFb. The EMBO journal 20051221
Inhibitory effect of hexamethylene bisacetamide on replication of human cytomegalovirus. Archives of virology 20051001
Microarray profiling of genes differentially expressed during erythroid differentiation of murine erythroleukemia cells. Molecules and cells 20050831
Protein kinase clk/STY is differentially regulated during erythroleukemia cell differentiation: a bias toward the skipped splice variant characterizes postcommitment stages. Cell research 20050701
Temporal changes in the expression of protein phosphatase 1 and protein phosphatase 2A in proliferating and differentiating murine erythroleukaemia cells. Cell biology international 20050401
A new paradigm in eukaryotic biology: HIV Tat and the control of transcriptional elongation. PLoS biology 20050201
Histone H4 hyperacetylation precludes histone H4 lysine 20 trimethylation. The Journal of biological chemistry 20041217
HMBA induces cell death and potentiates doxorubicin toxicity in malignant mesothelioma cells. Cancer chemotherapy and pharmacology 20041101
Applying proteomic methodologies to analyze the effect of hexamethylene bisacetamide (HMBA) on proliferation and differentiation of human gastric carcinoma BGC-823 cells. The international journal of biochemistry & cell biology 20040801
Activation of transiently transfected reporter genes in 3T3 Swiss cells by the inducers of differentiation/apoptosis--dimethylsulfoxide, hexamethylene bisacetamide and trichostatin A. European journal of biochemistry 20040601
Differentiation-dependent photodynamic therapy regulated by porphobilinogen deaminase in B16 melanoma. British journal of cancer 20040504
Growth arrest and apoptosis of human hepatocellular carcinoma cells induced by hexamethylene bisacetamide. World journal of gastroenterology 20040401
HMBA-induced differentiation of myeloid leukemic cell lines is associated with altered G1 cell cycle regulators and related genes. Chinese medical journal 20040301
[Effect of HMBA on differentiation and apoptosis of HL-60 and U937 cells and its mechanism]. Zhonghua xue ye xue za zhi = Zhonghua xueyexue zazhi 20040301
Altered interaction of HDAC5 with GATA-1 during MEL cell differentiation. Oncogene 20031211
Overexpression of the immediate early gene fra-1 inhibits proliferation, induces apoptosis, and reduces tumourigenicity of c6 glioma cells. Experimental cell research 20031115
[Effects of hexamethylene bisacetamide on cell cycle and expression of its regulatory proteins in HL-60 cells]. Zhongguo shi yan xue ye xue za zhi 20031001
Inhibition of P-TEFb (CDK9/Cyclin T) kinase and RNA polymerase II transcription by the coordinated actions of HEXIM1 and 7SK snRNA. Molecular cell 20031001
Identification of a novel inhibitor of breast cell growth that is down-regulated by estrogens and decreased in breast tumors. Cancer research 20030815
A porphobilinogen deaminase (PBGD) Ran-binding protein interaction is implicated in nuclear trafficking of PBGD in differentiating glioma cells. Oncogene 20030814
Differential expression of Ran GTPase during HMBA-induced differentiation in murine erythroleukemia cells. Leukemia research 20030701
The cleavage product deltaPML-RARalpha contributes to all-trans retinoic acid-mediated differentiation in acute promyelocytic leukemia cells. Oncogene 20030626
Modulation of SOX2 and SOX3 gene expression during differentiation of human neuronal precursor cell line NTERA2. Molecular biology reports 20030601
Clinical and laboratory studies of expression of cyclin A in leukemia cells. Zhongguo shi yan xue ye xue za zhi 20030401
Suppression of NF-kappaB-dependent gene expression by a hexamethylene bisacetamide-inducible protein HEXIM1 in human vascular smooth muscle cells. Genes to cells : devoted to molecular & cellular mechanisms 20030201
Leukemia-related transcription factor TEL accelerates differentiation of Friend erythroleukemia cells. Oncogene 20030109
Induction of apoptosis by combined treatment with differentiation-inducing agents and interferon-alpha in human lung cancer cells. Anticancer research 20030101
[Effects of HMBA on the expression of cell-cycle-associated genes in human hepatocarcinoma SMMC-7721 cells]. Shi yan sheng wu xue bao 20020901
Targeted removal of PML-RARalpha protein is required prior to inhibition of histone deacetylase for overcoming all-trans retinoic acid differentiation resistance in acute promyelocytic leukemia. Blood 20020801
Structure, expression, and functional characterization of the mouse CLP-1 gene. Gene 20020612
Specific PAF antagonist WEB-2086 induces terminal differentiation of murine and human leukemia cells. FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20020501
[Effect of hexamethylene bisacetamine on proliferation and apoptosis of human leukemia cells in vitro and relevant mechanisms]. Zhonghua yi xue za zhi 20020425
Membrane phospholipid reorganization differentially regulates metallothionein and heme oxygenase by heme-hemopexin. DNA and cell biology 20020401
A Myb dependent pathway maintains Friend murine erythroleukemia cells in an immature and proliferating state. Oncogene 20020314
Surface antigens of human embryonic stem cells: changes upon differentiation in culture. Journal of anatomy 20020301
[Effects of hexamethylene bisacetamide on related genes expression of apoptosis and cell proliferating in human mucoepidermoid carcinoma cell line MEC-1]. Zhonghua kou qiang yi xue za zhi = Zhonghua kouqiang yixue zazhi = Chinese journal of stomatology 20020301
New designed HMBA agents as inducers of erythroleukemia cell differentiation. Chinese medical sciences journal = Chung-kuo i hsueh k'o hsueh tsa chih 20020301
[Differentiation of human hepatocarcinoma SMMC-7721 cells induced by HMBA]. Shi yan sheng wu xue bao 20011201
[Regulation of Chinese medicine bailong and hexamethylene bisacetamide on cyclin dependent kinase inhibitor P16 genes in human cancer cell]. Zhongguo Zhong xi yi jie he za zhi Zhongguo Zhongxiyi jiehe zazhi = Chinese journal of integrated traditional and Western medicine 20011001
Hexamethylene bisacetamide protects peritoneal mesothelial cells from glucose. Kidney international 20010901
Calretinin and calretinin-22k increase resistance toward sodium butyrate-induced differentiation in CaCo-2 colon adenocarcinoma cells. Experimental cell research 20010801
Establishment of a consistent L929 bioassay system for TNF-alpha quantitation to evaluate the effect of lipopolysaccharide, phytomitogens and cytodifferentiation agents on cytotoxicity of TNF-alpha secreted by adherent human mononuclear cells. Mediators of inflammation 20010801
Induction of telomerase activity during development of human mast cells from peripheral blood CD34+ cells: comparisons with tumor mast-cell lines. Journal of immunology (Baltimore, Md. : 1950) 20010601
Expression of microtubule-associated protein 2 in benign and malignant melanocytes: implications for differentiation and progression of cutaneous melanoma. The American journal of pathology 20010601
Structural characterization of erythroid and megakaryocytic differentiation in Friend erythroleukemia cells. Experimental hematology 20010501
[Regulative effects of bailong and Hexamethylene bisacetamide on growth and phenotype of human gastric cancer cells in cell cycle]. Zhongguo Zhong xi yi jie he za zhi Zhongguo Zhongxiyi jiehe zazhi = Chinese journal of integrated traditional and Western medicine 20010501
Regulation of tyrosinase-related protein-2 (TYRP2) in human melanocytes: relationship to growth and morphology. Pigment cell research 20010401
[Study on common character of regulative molecular mechanism of Chinese drug bailong and hexamethylen bisacetamide in human cancer cell cycle and their oncogene and tumor suppressor gene expression]. Zhongguo Zhong xi yi jie he za zhi Zhongguo Zhongxiyi jiehe zazhi = Chinese journal of integrated traditional and Western medicine 20010401
Growth inhibition and differentiation of C6 glioma cells on treatment with hmba. Cell biology international 20010101
A novel system to identify Myb target promoters in friend murine erythroleukemia cells. Blood cells, molecules & diseases 20010101
Induction of apoptosis in U937 human leukemia cells by suberoylanilide hydroxamic acid (SAHA) proceeds through pathways that are regulated by Bcl-2/Bcl-XL, c-Jun, and p21CIP1, but independent of p53. Oncogene 19991125
Effects of oxygen radical scavengers on connexins 32 and 26 expression in primary cultures of adult rat hepatocytes. Carcinogenesis 19960301
All-trans retinoic acid induces monocyte growth factor receptor (c-fms) gene expression in HL-60 leukemia cells. Leukemia 19930301
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