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201410-53-9,MFCD17166995
Catalog No.:AA002DAT

201410-53-9 | Talarozole

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5mg
≥99%
in stock  
$354.00   $248.00
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10mg
≥99%
in stock  
$438.00   $307.00
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50mg
≥99%
in stock  
$906.00   $634.00
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA002DAT
Chemical Name:
Talarozole
CAS Number:
201410-53-9
Molecular Formula:
C21H23N5S
Molecular Weight:
377.5058
MDL Number:
MFCD17166995
SMILES:
CCC(C(n1cncn1)c1ccc(cc1)Nc1nc2c(s1)cccc2)CC
Properties
Computed Properties
 
Complexity:
452  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
27  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
7  
Undefined Atom Stereocenter Count:
1  
XLogP3:
6  

Literature

Title: Induction of CYP26A1 by metabolites of retinoic acid: evidence that CYP26A1 is an important enzyme in the elimination of active retinoids.

Journal: Molecular pharmacology 20150301

Title: Homology models of human all-trans retinoic acid metabolizing enzymes CYP26B1 and CYP26B1 spliced variant.

Journal: Journal of chemical information and modeling 20121022

Title: Cloning and functional studies of a splice variant of CYP26B1 expressed in vascular cells.

Journal: PloS one 20120101

Title: Synthesis and biological evaluation of 3-(1H-imidazol- and triazol-1-yl)-2,2-dimethyl-3-[4-(naphthalen-2-ylamino)phenyl]propyl derivatives as small molecule inhibitors of retinoic acid 4-hydroxylase (CYP26).

Journal: Journal of medicinal chemistry 20111013

Title: Complete meiosis from human induced pluripotent stem cells.

Journal: Stem cells (Dayton, Ohio) 20110801

Title: Small molecule inhibitors of retinoic acid 4-hydroxylase (CYP26): synthesis and biological evaluation of imidazole methyl 3-(4-(aryl-2-ylamino)phenyl)propanoates.

Journal: Journal of medicinal chemistry 20110428

Title: CYP26B1 plays a major role in the regulation of all-trans-retinoic acid metabolism and signaling in human aortic smooth muscle cells.

Journal: Journal of vascular research 20110101

Title: Local skin pharmacokinetics of talarozole, a new retinoic acid metabolism-blocking agent.

Journal: Skin pharmacology and physiology 20110101

Title: CYP26A1-specific antagonist influence on embryonic implantation, gene expression and endogenous retinoid concentration in rats.

Journal: Reproductive toxicology (Elmsford, N.Y.) 20101101

Title: Both all-trans retinoic acid and cytochrome P450 (CYP26) inhibitors affect the expression of vitamin A metabolizing enzymes and retinoid biomarkers in organotypic epidermis.

Journal: Archives of dermatological research 20090801

Title: The CYP26 inhibitor R115866 potentiates the effects of all-trans retinoic acid on cultured human epidermal keratinocytes.

Journal: The British journal of dermatology 20090301

Title: The involvement of cytochrome p450 (CYP) 26 in the retinoic acid metabolism of human epidermal keratinocytes.

Journal: Biochimica et biophysica acta 20090301

Title: Topical treatment with CYP26 inhibitor talarozole (R115866) dose dependently alters the expression of retinoid-regulated genes in normal human epidermis.

Journal: The British journal of dermatology 20090101

Title: Talarozole, a selective inhibitor of P450-mediated all-trans retinoic acid for the treatment of psoriasis and acne.

Journal: Current opinion in investigational drugs (London, England : 2000) 20081101

Title: Gateways to clinical trials.

Journal: Methods and findings in experimental and clinical pharmacology 20080601

Title: Oral R115866 in the treatment of moderate to severe plaque-type psoriasis.

Journal: Journal of the European Academy of Dermatology and Venereology : JEADV 20070901

Title: Oral R115866 in the treatment of moderate to severe facial acne vulgaris: an exploratory study.

Journal: The British journal of dermatology 20070701

Title: CYP26 inhibitor R115866 increases retinoid signaling in intimal smooth muscle cells.

Journal: Arteriosclerosis, thrombosis, and vascular biology 20070701

Title: Oral retinoic acid metabolism blocking agent Rambazole for plaque psoriasis: an immunohistochemical study.

Journal: The British journal of dermatology 20070201

Title: Cyp26 enzymes generate the retinoic acid response pattern necessary for hindbrain development.

Journal: Development (Cambridge, England) 20070101

Title: Cyp26 genes a1, b1 and c1 are down-regulated in Tbx1 null mice and inhibition of Cyp26 enzyme function produces a phenocopy of DiGeorge Syndrome in the chick.

Journal: Human molecular genetics 20061201

Title: Homology model of human retinoic acid metabolising enzyme cytochrome P450 26A1 (CYP26A1): active site architecture and ligand binding.

Journal: Journal of enzyme inhibition and medicinal chemistry 20060801

Title: Retinoic acid regulates sex-specific timing of meiotic initiation in mice.

Journal: Proceedings of the National Academy of Sciences of the United States of America 20060221

Title: Pharmacology of an original and selective nonpeptide antagonist ligand for the human tachykinin NK2 receptor.

Journal: European journal of pharmacology 20050601

Title: Patterning of motor neurons by retinoic acid in the chick embryo hindbrain in vitro.

Journal: Molecular and cellular neurosciences 20030501

Title: R115866 inhibits all-trans-retinoic acid metabolism and exerts retinoidal effects in rodents.

Journal: The Journal of pharmacology and experimental therapeutics 20000401

Title: Diaz P, et al. Development and Characterization of Novel and Selective Inhibitors of Cytochrome P450 CYP26A1, theHuman Liver Retinoic Acid Hydroxylase. J Med Chem. 2016 Mar 24;59(6):2579-95.

Title: Topletz AR, et al. Induction of CYP26A1 by metabolites of retinoic acid: evidence that CYP26A1 is an important enzyme in theelimination of active retinoids. Mol Pharmacol. 2015;87(3):430-41.

Title: Faith Stevison, et al. CYP26 Inhibition Increases Retinoic Acid Concentrations in Target Tissues and Alters Retinoid Signaling

Title: Tripathy S, et al.All-Trans-Retinoic Acid Enhances Mitochondrial Function in Models of Human Liver. Mol Pharmacol. 2016 May;89(5):560-74.

Title: Bovenschen HJ, et al. Oral retinoic acid metabolism blocking agent Rambazole for plaque psoriasis: an immunohistochemical study. Br J Dermatol. 2007 Feb;156(2):263-70.

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