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Key Documents

SML1315

Sigma-Aldrich

Ranirestat

≥97% (HPLC)

Synonym(s):

(3R)-2′-[(4-Bromo-2-fluorophenyl)methyl]-spiro[pyrrolidine-3,4′(1′H)-pyrrolo[1,2-a]pyrazine]-1′,2,3′,5(2′H)-tetrone., AS-3201

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About This Item

Empirical Formula (Hill Notation):
C17H11BrFN3O4
CAS Number:
Molecular Weight:
420.19
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

Assay

≥97% (HPLC)

form

powder

optical activity

[α]/D -5 to -10°, c = 1.0 in methanol

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

−20°C

SMILES string

O=C(N1CC2=C(F)C=C(Br)C=C2)C3=CC=CN3[C@@]4(CC(NC4=O)=O)C1=O

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

Biochem/physiol Actions

Ranirestat (AS-3201) is an aldose reductase (AR) inhibitor. Aldose reductase is a rate-limiting enzyme in the conversion of D-glucose to fructose via D-sorbitol. Ranirestat has been implicated in diabetic complications (cataract formation, retinopathy, neuropathy, nephropathy). Ranirestat prevents sorbitol accumulation and is thus hoped to be effective in the remedy of diabetic neuropathy.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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