SML2092

R115866

≥98% (HPLC), RAMBA blocker, film

• Synonym(e): (B)-N-[4-[2-Ethyl-1-(1H-1,2,4-triazol-1-yl)butyl]phenyl]-2-benzothiazolamine, (R)-N-[4-[2-Ethyl-1-(1H-1,2,4-triazol(-1-yl)butyl]phenyl]-2-benzothiazolamine, TLZ, Talarozole
• Empirische Formel (Hill-System): C₂₁H₂₃N₅S
• CAS-Nummer: 870093-23-5
• Molekulargewicht: 377.51
• UNSPSC Code: 12352200
• NACRES: NA.77
• MDL number: MFCD13194908
• Assay: ≥98% (HPLC)
• Form: film

Eigenschaften

• Produktname: R115866, ≥98% (HPLC)
• assay: ≥98% (HPLC)
• form: film
• color: colorless
• solubility: DMSO: 2 mg/mL, clear
• storage temp.: 2-8°C
• SMILES string: [s]1c2c(nc1Nc3ccc(cc3)[C@H]([n]4ncnc4)C(CC)CC)cccc2
• InChI: 1S/C21H23N5S/c1-3-15(4-2)20(26-14-22-13-23-26)16-9-11-17(12-10-16)24-21-25-18-7-5-6-8-19(18)27-21/h5-15,20H,3-4H2,1-2H3,(H,24,25)/t20-/m1/s1
• InChI key: SNFYYXUGUBUECJ-HXUWFJFHSA-N

Beschreibung

Biochem/physiol Actions

Orally active retinoic acid (RA) metabolism blocking agent (RAMBA) with higher CYP26 specificity and potency than liarozole (R75251).

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.

Sicherheitshinweise

• Lagerklasse: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable