Home Other Building Blocks CD-437

CD-437

CAS No.:
125316-60-1
Catalog Number:
AG000NHE
Molecular Formula:
C27H26O3
Molecular Weight:
398.4935
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
5mg
≥95%
1 week
United States
$153
- +
10mg
≥95%
1 week
United States
$187
- +
25mg
≥95%
1 week
United States
$354
- +
50mg
≥95%
1 week
United States
$603
- +
100mg
98%
1 week
United States
$1196
- +
Product Description
Catalog Number:
AG000NHE
Chemical Name:
CD-437
CAS Number:
125316-60-1
Molecular Formula:
C27H26O3
Molecular Weight:
398.4935
MDL Number:
MFCD03106506
IUPAC Name:
6-[3-(1-adamantyl)-4-hydroxyphenyl]naphthalene-2-carboxylic acid
InChI:
InChI=1S/C27H26O3/c28-25-6-5-22(20-1-2-21-11-23(26(29)30)4-3-19(21)10-20)12-24(25)27-13-16-7-17(14-27)9-18(8-16)15-27/h1-6,10-12,16-18,28H,7-9,13-15H2,(H,29,30)
InChI Key:
LDGIHZJOIQSHPB-UHFFFAOYSA-N
SMILES:
Oc1ccc(cc1C12CC3CC(C2)CC(C1)C3)c1ccc2c(c1)ccc(c2)C(=O)O
Properties
Complexity:
630  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
398.188g/mol
Formal Charge:
0
Heavy Atom Count:
30  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
398.502g/mol
Monoisotopic Mass:
398.188g/mol
Rotatable Bond Count:
3  
Topological Polar Surface Area:
57.5A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
7.4  
Literature
Title Journal
Human Adenine Nucleotide Translocase (ANT) Modulators Identified by High-Throughput Screening of Transgenic Yeast. Journal of biomolecular screening 20160401
Identification of potent Yes1 kinase inhibitors using a library screening approach. Bioorganic & medicinal chemistry letters 20130801
Analogues of orphan nuclear receptor small heterodimer partner ligand and apoptosis inducer (E)-4-[3-(1-adamantyl)-4-hydroxyphenyl]-3-chlorocinnamic acid. 2. Impact of 3-chloro group replacement on inhibition of proliferation and induction of apoptosis of leukemia and cancer cell lines. Journal of medicinal chemistry 20120112
A pleiotropic role for the orphan nuclear receptor small heterodimer partner in lipid homeostasis and metabolic pathways. Journal of lipids 20120101
The retinoid, 6-[3-adamantyl-4-hydroxyphenyl]-2-napthalene carboxylic acid, controls proliferative, morphological, and inflammatory responses involved in microglial activation without cytotoxic effects. Neuroscience 20110929
Heteroatom-substituted analogues of orphan nuclear receptor small heterodimer partner ligand and apoptosis inducer (E)-4-[3-(1-Adamantyl)-4-hydroxyphenyl]-3-chlorocinnamic acid. Journal of medicinal chemistry 20110609
Molecular recognition and enhancement of aqueous solubility and bioactivity of CD437 by β-cyclodextrin. Bioorganic & medicinal chemistry letters 20110115
Activation of NAG-1 via JNK signaling revealed an isochaihulactone-triggered cell death in human LNCaP prostate cancer cells. BMC cancer 20110101
Mitochondrial peroxiredoxin III is a potential target for cancer therapy. International journal of molecular sciences 20110101
Retinoic acid receptor-α signalling antagonizes both intracellular and extracellular amyloid-β production and prevents neuronal cell death caused by amyloid-β. The European journal of neuroscience 20101001
Transcriptional regulation of cannabinoid receptor-1 expression in the liver by retinoic acid acting via retinoic acid receptor-gamma. The Journal of biological chemistry 20100618
HOX transcription factors are potential therapeutic targets in non-small-cell lung cancer (targeting HOX genes in lung cancer). British journal of cancer 20090210
Apoptosis induced by synthetic retinoic acid CD437 on human melanoma A375 cells involves RIG-I pathway. Archives of dermatological research 20090101
Drugs targeting the mitochondrial pore act as cytotoxic and cytostatic agents in temozolomide-resistant glioma cells. Journal of translational medicine 20090101
Adamantyl-substituted retinoid-derived molecules that interact with the orphan nuclear receptor small heterodimer partner: effects of replacing the 1-adamantyl or hydroxyl group on inhibition of cancer cell growth, induction of cancer cell apoptosis, and inhibition of SRC homology 2 domain-containing protein tyrosine phosphatase-2 activity. Journal of medicinal chemistry 20080925
Atypical retinoids ST1926 and CD437 are S-phase-specific agents causing DNA double-strand breaks: significance for the cytotoxic and antiproliferative activity. Molecular cancer therapeutics 20080901
[A novel retinoid CD437 induces apoptosis of human epidermoid carcinoma A431 cells]. Nan fang yi ke da xue xue bao = Journal of Southern Medical University 20080301
GADD45A is a mediator of CD437 induced apoptosis in ovarian carcinoma cells. Journal of cellular physiology 20070901
An adamantyl-substituted retinoid-derived molecule that inhibits cancer cell growth and angiogenesis by inducing apoptosis and binds to small heterodimer partner nuclear receptor: effects of modifying its carboxylate group on apoptosis, proliferation, and protein-tyrosine phosphatase activity. Journal of medicinal chemistry 20070531
Targeting Nur77 translocation. Expert opinion on therapeutic targets 20070101
Heteroarotinoids with anti-cancer activity against ovarian cancer cells. The open medicinal chemistry journal 20070101
Comparing the effect of ATRA, 4-HPR, and CD437 in bladder cancer cells. Frontiers in bioscience : a journal and virtual library 20060901
Antitumor activity of the retinoid-related molecules (E)-3-(4'-hydroxy-3'-adamantylbiphenyl-4-yl)acrylic acid (ST1926) and 6-[3-(1-adamantyl)-4-hydroxyphenyl]-2-naphthalene carboxylic acid (CD437) in F9 teratocarcinoma: Role of retinoic acid receptor gamma and retinoid-independent pathways. Molecular pharmacology 20060901
Regulation of Nur77 nuclear export by c-Jun N-terminal kinase and Akt. Oncogene 20060518
Induction of GDF-15/NAG-1/MIC-1 in human lung carcinoma cells by retinoid-related molecules and assessment of its role in apoptosis. Cancer biology & therapy 20060501
Synthesis and structure-activity relationships of a new series of retinoid-related biphenyl-4-ylacrylic acids endowed with antiproliferative and proapoptotic activity. Journal of medicinal chemistry 20050728
Activation of nuclear factor-kappaB contributes to induction of death receptors and apoptosis by the synthetic retinoid CD437 in DU145 human prostate cancer cells. Cancer research 20050715
Activation of Nur77 by selected 1,1-Bis(3'-indolyl)-1-(p-substituted phenyl)methanes induces apoptosis through nuclear pathways. The Journal of biological chemistry 20050701
Development of resistance to the atypical retinoid, ST1926, in the lung carcinoma cell line H460 is associated with reduced formation of DNA strand breaks and a defective DNA damage response. Neoplasia (New York, N.Y.) 20050701
Identification of protein modulation by the synthetic retinoid CD437 in lung carcinoma cells using high throughput immunoblotting. International journal of oncology 20050201
Irradiation specifically sensitises solid tumour cell lines to TRAIL mediated apoptosis. BMC cancer 20050101
Antagonist analogue of 6-[3'-(1-adamantyl)-4'-hydroxyphenyl]-2-naphthalenecarboxylic acid (AHPN) family of apoptosis inducers that effectively blocks AHPN-induced apoptosis but not cell-cycle arrest. Journal of medicinal chemistry 20040701
Synthetic retinoids as inducers of apoptosis in ovarian carcinoma cell lines. Journal of cellular physiology 20040601
A retinoid-related molecule that does not bind to classical retinoid receptors potently induces apoptosis in human prostate cancer cells through rapid caspase activation. Cancer research 20040501
Identification of retinoid-modulated proteins in squamous carcinoma cells using high-throughput immunoblotting. Cancer research 20040401
Retinoids induce Fas(CD95) ligand cell surface expression via RARgamma and nur77 in T cells. European journal of immunology 20040301
Promyelocytic leukemia retinoid signaling targets regulate apoptosis,tissue factor and thrombomodulin expression. Haematologica 20040301
ST1926, a novel and orally active retinoid-related molecule inducing apoptosis in myeloid leukemia cells: modulation of intracellular calcium homeostasis. Blood 20040101
Induction of apoptosis in retinoid-refractory acute myelogenous leukemia by a novel AHPN analog. Blood 20031115
Identification and characterization of a cell cycle and apoptosis regulatory protein-1 as a novel mediator of apoptosis signaling by retinoid CD437. The Journal of biological chemistry 20030829
Comparison of the mechanism of induction of apoptosis in ovarian carcinoma cells by the conformationally restricted synthetic retinoids CD437 and 4-HPR. Journal of cellular biochemistry 20030515
A novel atypical retinoid endowed with proapoptotic and antitumor activity. Journal of medicinal chemistry 20030313
Differential regulation of nonsteroidal anti-inflammatory drug-activated gene in normal human tracheobronchial epithelial and lung carcinoma cells by retinoids. Molecular pharmacology 20030301
The novel retinoid AHPN/CD437 induces a rapid but incomplete apoptotic response in human myeloma cells. Biochimica et biophysica acta 20030217
Arginine of retinoic acid receptor beta which coordinates with the carboxyl group of retinoic acid functions independent of the amino acid residues responsible for retinoic acid receptor subtype ligand specificity. Archives of biochemistry and biophysics 20030115
The apoptotic action of the retinoid CD437/AHPN: diverse effects, common basis. Journal of biomedical science 20030101
Receptor-independent induction of apoptosis by synthetic retinoids. Journal of biological regulators and homeostatic agents 20030101
Elucidation of molecular events mediating induction of apoptosis by synthetic retinoids using a CD437-resistant ovarian carcinoma cell line. The Journal of biological chemistry 20021122
Induction of apoptosis of human B-CLL and ALL cells by a novel retinoid and its nonretinoidal analog. Blood 20021015
Cyclin B and E2F-1 expression in prostate carcinoma cells treated with the novel retinoid CD437 are regulated by the ubiquitin-mediated pathway. Cancer research 20020701
Vitamin A and apoptosis in prostate cancer. Endocrine-related cancer 20020601
The synthetic retinoid CD437 selectively induces apoptosis in human lung cancer cells while sparing normal human lung epithelial cells. Cancer research 20020415
Correspondence re: A. Kumar et al., cross-resistance to the synthetic retinoid CD437 in a paclitaxel-resistant human ovarian carcinoma cell line is independent of the overexpression of retinoic acid receptor-gamma. Cancer Res., 61: 7552-7555, 2001. Cancer research 20020401
Classical and novel retinoids: their targets in cancer therapy. Leukemia 20020401
[Are mitochondria targets of anticancer drugs responsible for apoptosis?]. Annales de biologie clinique 20020101
Adenine nucleotide translocator mediates the mitochondrial membrane permeabilization induced by lonidamine, arsenite and CD437. Oncogene 20011115
Cross-resistance to the synthetic retinoid CD437 in a paclitaxel-resistant human ovarian carcinoma cell line is independent of the overexpression of retinoic acid receptor-gamma. Cancer research 20011015
Evidence supporting a role for mitochondrial respiration in apoptosis induction by the synthetic retinoid CD437. Cancer research 20010915
Retinoic acid receptor-independent mechanism of apoptosis of melanoma cells by the retinoid CD437 (AHPN). Cell death and differentiation 20010901
Apoptosis induction in cancer cells by a novel analogue of 6-[3-(1-adamantyl)-4-hydroxyphenyl]-2-naphthalenecarboxylic acid lacking retinoid receptor transcriptional activation activity. Cancer research 20010615
Evidence of a lysosomal pathway for apoptosis induced by the synthetic retinoid CD437 in human leukemia HL-60 cells. Cell death and differentiation 20010501
Induction of Egr-1 expression by the retinoid AHPN in human lung carcinoma cells is dependent on activated ERK1/2. Cell death and differentiation 20010401
Effects of a novel synthetic retinoid on malignant glioma in vitro: inhibition of cell proliferation, induction of apoptosis and differentiation. European journal of cancer (Oxford, England : 1990) 20010301
Synergistic teratogenic effects induced by retinoids in mice by coadministration of a RARalpha- or RARgamma-selective agonist with a RXR-selective agonist. Toxicology and applied pharmacology 20010101
Synthetic retinoid CD437 promotes rapid apoptosis in malignant human epidermal keratinocytes and G1 arrest in their normal counterparts. Journal of cellular physiology 20010101
Induction of the cytochrome P450 gene CYP26 during mucous cell differentiation of normal human tracheobronchial epithelial cells. Molecular pharmacology 20000901
S-phase arrest and apoptosis induced in normal mammary epithelial cells by a novel retinoid. Cancer research 20000401
In acute promyelocytic leukemia NB4 cells, the synthetic retinoid CD437 induces contemporaneously apoptosis, a caspase-3-mediated degradation of PML/RARalpha protein and the PML retargeting on PML-nuclear bodies. Leukemia 19990501
Evidence for the involvement of both retinoic acid receptor- and retinoic X receptor-dependent signaling pathways in the induction of tissue transglutaminase and apoptosis in the human myeloma cell line RPMI 8226. Blood 19980401
Retinoid-induced apoptosis and Sp1 cleavage occur independently of transcription and require caspase activation. Molecular and cellular biology 19971101
Induction of apoptosis by retinoids and retinoic acid receptor gamma-selective compounds in mouse thymocytes through a novel apoptosis pathway. Molecular pharmacology 19970601
Synthesis, structure-affinity relationships, and biological activities of ligands binding to retinoic acid receptor subtypes. Journal of medicinal chemistry 19951222
Properties