(3R)-2'-(4-Bromo-2-fluorobenzyl)spiro[pyrrolidine-3,4'-1'H-pyrrolo[1,2-a]pyrazine]-1',2,3',5(2'H)-tetraone

Product Name: (3R)-2'-(4-Bromo-2-fluorobenzyl)spiro[pyrrolidine-3,4'-1'H-pyrrolo[1,2-a]pyrazine]-1',2,3',5(2'H)-tetraone
CAS No.: 147254-64-6
Chemical Name: (3R)-2'-(4-Bromo-2-fluorobenzyl)spiro[pyrrolidine-3,4'-1'H-pyrrolo[1,2-a]pyrazine]-1',2,3',5(2'H)-tetraone
Synonyms: AS-3201;AS 3201;SX-3201;Raniestat;Ranirestat;AS-3201; SX-3201;Ranirestat,AS-3201;Ranirestat >=97% (HPLC);(R)-2'-(4-bromo-2-fluorobenzyl)-1'H-spiro[pyrrolidine-3,4'-pyrrolo[1,2-a]pyrazine]-1',2,3',5(2'H)-tetraone;(3R)-2'-(4-Bromo-2-fluorobenzyl)spiro[pyrrolidine-3,4'-1'H-pyrrolo[1,2-a]pyrazine]-1',2,3',5(2'H)-tetraone
CBNumber: CB72589748
Molecular Formula: C17H11BrFN3O4
Formula Weight: 420.19
MOL File: 147254-64-6.mol

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(3R)-2'-(4-Bromo-2-fluorobenzyl)spiro[pyrrolidine-3,4'-1'H-pyrrolo[1,2-a]pyrazine]-1',2,3',5(2'H)-tetraone Property

Melting point:: 192-193℃
Boiling point:: 702.7±60.0 °C(Predicted)
Density: 1.83
storage temp.: Sealed in dry,Store in freezer, under -20°C
solubility: DMSO: 20mg/mL, clear
pka: 10.48±0.20(Predicted)
form: Solid
color: Off-white to pink
optical activity: [α]/D -5 to -10°, c =1.0 in methanol
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
InChIKey: QCVNMNYRNIMDKV-QGZVFWFLSA-N
SMILES: O=C(N1CC2=C(F)C=C(Br)C=C2)C3=CC=CN3[C@@]4(CC(NC4=O)=O)C1=O

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Safety

WGK Germany: WGK 3
Storage Class: 11 - Combustible Solids
Hazard Classifications: Eye Irrit. 2
Skin Irrit. 2
STOT SE 3

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: SML1315
Product name: Ranirestat
Purity: ≥97% (HPLC)
Packaging: 5 mg
Price: $218
Updated: 2026/03/19

TRC

Product number: R119950
Product name: Ranirestat
Packaging: 5mg
Price: $115
Updated: 2021/12/16

TRC

Product number: R119950
Product name: Ranirestat
Packaging: 10mg
Price: $220
Updated: 2021/12/16

TRC

Product number: R119950
Product name: Ranirestat
Packaging: 50mg
Price: $860
Updated: 2021/12/16

ChemScene

Product number: CS-4282
Product name: Ranirestat
Purity: 98.32%
Packaging: 5mg
Price: $312
Updated: 2021/12/16

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(3R)-2'-(4-Bromo-2-fluorobenzyl)spiro[pyrrolidine-3,4'-1'H-pyrrolo[1,2-a]pyrazine]-1',2,3',5(2'H)-tetraone Chemical Properties,Usage,Production

Uses

Ranirestat is an aldose reductase inhibitor used for the treatment of diabetic sensorimotor polyneuropathy.

Biological Activity

Ranirest at (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. Ranirest at has been implicated in diabetic complications (cataract formation, retinopathy, neuropathy, nephropathy). Ranirest at prevents sorbitol accumulation and is thus hoped to be effective in the remedy of diabetic neuropathy.

in vivo

Ranirestat (0.03-1.0 mg/kg; oral administration; once daily; for 3 weeks; male STD-Wistar rats) treatment dose-dependently decreases the elevated sorbitol and fructose levels in the rat sciatic nerves without affecting blood glucose level. Ranirestat also improves the STZ-induced decrease in motor nerve conduction velocity (MNCV) in a dose-dependent manner^[1].

Animal Model:	Male STD-Wistar rats aged about (12-week-old; 260-290 g) injected with Streptozotocin (STZ)^[1]
Dosage:	0.03 mg/kg, 0.1 mg/kg, 0.3 mg/kg, 1 mg/kg
Administration:	Oral administration; once daily; for 3 weeks
Result:	Dose-dependently decreased the elevated sorbitol and fructose levels in the rat sciatic nerves without affecting blood glucose level.

(3R)-2'-(4-Bromo-2-fluorobenzyl)spiro[pyrrolidine-3,4'-1'H-pyrrolo[1,2-a]pyrazine]-1',2,3',5(2'H)-tetraone Preparation Products And Raw materials

Raw materials

Preparation Products

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(3R)-2'-(4-Bromo-2-fluorobenzyl)spiro[pyrrolidine-3,4'-1'H-pyrrolo[1,2-a]pyrazine]-1',2,3',5(2'H)-tetraone Suppliers

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147254-64-6, (3R)-2'-(4-Bromo-2-fluorobenzyl)spiro[pyrrolidine-3,4'-1'H-pyrrolo[1,2-a]pyrazine]-1',2,3',5(2'H)-tetraoneRelated Search:

AS-3201; SX-3201

SX-3201

(3R)-2'-(4-Bromo-2-fluorobenzyl)spiro[pyrrolidine-3,4'-1'H-pyrrolo[1,2-a]pyrazine]-1',2,3',5(2'H)-tetraone

Ranirestat

AS 3201

AS-3201

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)-

Ranirestat,AS-3201

Raniestat

Ranirestat >=97% (HPLC)

(R)-2'-(4-bromo-2-fluorobenzyl)-1'H-spiro[pyrrolidine-3,4'-pyrrolo[1,2-a]pyrazine]-1',2,3',5(2'H)-tetraone

147254-64-6

C17H11BrFN3O4