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Talarozole

Product Name
Talarozole
CAS No.
870093-23-5
Chemical Name
Talarozole
Synonyms
talarozole;(R)-Talarozole;Talarozole (R enantiomer);N-[4-[(1R)-2-Ethyl-1-(1H-1,2,4-triazol-1-yl)butyl]phenyl]-2-benzothiazolamine;2-Benzothiazolamine, N-[4-[(1R)-2-ethyl-1-(1H-1,2,4-triazol-1-yl)butyl]phenyl]-
CBNumber
CB51518534
Molecular Formula
C21H23N5S
Formula Weight
377.51
MOL File
870093-23-5.mol
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Talarozole Property

Boiling point:
561.0±60.0 °C(Predicted)
Density 
1.26
storage temp. 
Store at -20°C
solubility 
DMSO: ≥ 51 mg/mL (135.10 mM)
pka
2.70±0.10(Predicted)
form 
film
color 
colorless
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

American Custom Chemicals Corporation
Product number
API0013733
Product name
(R)-TALAROZOLE
Purity
95.00%
Packaging
5MG
Price
$505.22
Updated
2021/12/16
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Talarozole Chemical Properties,Usage,Production

Uses

Talarozole is a retinoic acid metabolism blocking agent (RAMBA) that can be used for treating dermatalogical diseases such as psoriasis and acne.

Definition

ChEBI: An N-{4-[2-ethyl-1-(1H-1,2,4-triazol-1-yl)butyl]phenyl}-1,3-benzothiazol-2-amine that is the (R)-enantiomer of talarozole. The racemate is used for the treatment of keratinization disorders, psoriasis nd acne.

Biological Activity

R115866 (Talarozole) is an orally active all-trans retinoic acid (RA) metabolism blocking agent (RAMBA; IC50 = 4 nM against RA metablism in yeast microsomes expressing human CYP26) with much reduced or little potency against CYP19 (aromatase), CYP17 (17,20-lyase), CYP2C11, CYP3A, and CYP2A1 (IC50 from 1.2 to >10 μM). Plasma and tissue RA upregulation via R115866 oral treatment exhibits in vivo efficacy in several retinoid-responsive rodent models, including vaginal keratinization suppression (ED50 = 1.0 mg/kg/day vs. 5.1 mg/kg/day with RA in rats), pinnal hyperplasia induction (ear epidermis thickness = 35.5 μm with 2.5 mg/kg/day R115866 vs. 16.5 μm in control mice), conversion of caudal para- to ortho-keratosis (90% with 1.25 mg/kg/day R115866 vs. 30.3% in control mice). Comparing to liarozole, R115866 is CYP26-selective and does not inhibit CYP-mediated biosynthesis of adrenal and gonadal steroid hormones.

Talarozole Preparation Products And Raw materials

Raw materials

Preparation Products

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  • talarozole
  • N-[4-[(1R)-2-Ethyl-1-(1H-1,2,4-triazol-1-yl)butyl]phenyl]-2-benzothiazolamine
  • (R)-Talarozole
  • Talarozole (R enantiomer)
  • 2-Benzothiazolamine, N-[4-[(1R)-2-ethyl-1-(1H-1,2,4-triazol-1-yl)butyl]phenyl]-
  • 870093-23-5