Description

Ranirestat (CAS No. 147254-64-6) is a high-purity small molecule inhibitor with the molecular formula C₁₇H₁₁BrFN₃O₄. Its IUPAC name is (3R)-2′-[(4-bromo-2-fluorophenyl)methyl]spiro[pyrrolidine-3,4′-pyrrolo[1,2-a]pyrazine]-1′,2,3′,5-tetrone. This compound is a potent and selective aldose reductase inhibitor, designed for research applications in diabetic complications, particularly neuropathy. Ranirestat is supplied as a lyophilized powder with ≥98% purity (HPLC), ensuring optimal consistency for biochemical and pharmacological studies. Suitable for in vitro and in vivo research, it is packaged under inert conditions to guarantee stability. Store at -20°C, protected from light and moisture.

Properties

• CAS Number: 147254-64-6
• Complexity: 689
• IUPAC Name: (3R)-2′-[(4-bromo-2-fluoro-phenyl)methyl]spiro[pyrrolidine-3,4′-pyrrolo[1,2-a]pyrazine]-1′,2,3′,5-tetrone
• InChI: InChI=1S/C17H11BrFN3O4/c18-10-4-3-9(11(19)6-10)8-21-14(24)12-2-1-5-22(12)17(16(21)26)7-13(23)20-15(17)25/h1-6H,7-8H2,(H,20,23,25)/t17-/m1/s1
• InChI Key: QCVNMNYRNIMDKV-QGZVFWFLSA-N
• Exact Mass: 418.99170
• Molecular Formula: C17H11BrFN3O4
• Molecular Weight: 420.2
• SMILES: C1C(=O)NC(=O)[C@@]12C(=O)N(C(=O)C3=CC=CN23)CC4=C(C=C(C=C4)Br)F
• Topological: 88.5
• Monoisotopic Mass: 418.99170
• Synonyms: Ranirestat, 147254-64-6, AS-3201, Ranirestat [INN], Z26P56GFTV, RANIRESTAT [JAN], AS 3201, SX 3201, RANIRESTAT [WHO-DD], DTXSID80163642, (3R)-2′-(4-Bromo-2-fluorobenzyl)spiro(pyrrolidine-3,4′(1’H)-pyrrolo(1,2-a)pyrazine)-1′,2,3′,5(2’H)-tetrone, (R)-(-)-2-(4-Bromo-2-fluorobenzyl)-1,2,3,4-tetrahydropyrrolo(1,2-a)pyrazine-4-spiro-3′-pyrrolidine-1,2′,3,5′-tetrone, 2-(4-bromo-2-fluorobenzyl)-1,2,3,4-tetrahydropyrrolo(1,2-a)pyrazine-4-spiro-3′-pyrrolidine-1.2′,3,5′-tetrone, Spiro(pyrrolidine-3,4′(1’H)-pyrrolo(1,2-a)pyrazine)-1′,2,3′,5(2’H)-tetrone, 2′-((4-bromo-2-fluorophenyl)methyl)-, (-)-, Spiro(pyrrolidine-3,4′(1’H)-pyrrolo(1,2-a)pyrazine)-1′,2,3′,5(2’H)-tetrone, 2′-((4-bromo-2-fluorophenyl)methyl)-, (3’R)-, ranirestatum, (3R)-2′-((4-bromo-2-fluorophenyl)methyl)-2′,3′-dihydro-1’H-spiro(pyrrolidine-3,4′-pyrrolo(1,2-a)pyrazine)-1′,2,3′,5-tetrone, (3R)-2′-(4-Bromo-2-fluorobenzyl)spiro[pyrrolidine-3,4′(1’H)-pyrrolo[1,2-a]pyrazine]-1′,2,3′,5(2’H)-tetrone, (3R)-2′-[(4-bromo-2-fluorophenyl)methyl]-2′,3′-dihydro-1’H-spiro[pyrrolidine-3,4′-pyrrolo[1,2-a]pyrazine]-1′,2,3′,5-tetrone, DTXCID0086133, Spiro(pyrrolidine-3,4′(1’H)-pyrrolo(1,2-a)pyrazine)-1′,2,3′,5(2’H)-tetrone, 2′-((4-bromo-2-fluorophenyl)methyl)-, (3R)-, 110-113-8, (3R)-2′-[(4-bromo-2-fluorophenyl)methyl]spiro[pyrrolidine-3,4′-pyrrolo[1,2-a]pyrazine]-1′,2,3′,5-tetrone, CHEMBL334830, SX-3030, (3R)-2′-(4-Bromo-2-fluorobenzyl)spiro[pyrrolidine-3,4′-1’H-pyrrolo[1,2-a]pyrazine]-1′,2,3′,5(2’H)-tetraone, (R)-2′-(4-bromo-2-fluorobenzyl)-1’H-spiro[pyrrolidine-3,4′-pyrrolo[1,2-a]pyrazine]-1′,2,3′,5(2’H)-tetraone, UNII-Z26P56GFTV, Ranirestat (JAN/INN), SCHEMBL498993, Ranirestat, >=97% (HPLC), CHEBI:233577, BCP14386, BDBM50067407, AKOS030526562, DB05327, SB17385, SX-3201, NCGC00484081-01, DA-57348, HY-15314, MS-27366, NS00068346, D06403, F85182, Q7293074, BRD-K50489389-001-01-8, (3R)-2”-(4-bromo-2-fluorobenzyl)-1”H,2H,5H-spiro[pyrrolidine-3,4”-pyrrolo[1,2-a]pyrazine]-1”,2,3”,5(2”H)-tetrone

Application

Ranirestat is primarily investigated for its role in inhibiting aldose reductase, a key enzyme in the polyol pathway implicated in diabetic complications. Researchers utilize it to study its neuroprotective effects in diabetic neuropathy models. Its mechanism may also be relevant for exploring oxidative stress and inflammatory pathways in metabolic disorders.

Safety and Hazards

GHS Hazard Statements

• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (100%)
• STOT SE 3 (100%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.