Ranirestat
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Ranirestat
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CAS No:
147254-64-6
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Formula:
C17H11BrFN3O4
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Chemical Name:
Ranirestat
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Synonyms:
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)-;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)-;(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;Ranirestat;(3R)-2′-(4-Bromo-2-fluorobenzyl)-1′,2′,3′,4′-tetrahydrospiro[pyrrolidine-3,4′-pyrrolo[1,2-a]pyrazine]-1′,2,3′,5-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
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CAS No:
Description
Ranirestat is a structurally novel and stereospecifically potent aldose reductase (AKR1B; EC 1.1.1.21) inhibitor, which contains a succinimide ring that undergoes ring-opening at physiological pH levels. It has been used in trials studying the treatment of Mild to Moderate Diabetic Sensorimotor Polyneuropathy.
Characteristics
91.97000
1.52790
1.83g/cm3
192-193 °C
702.7ºC at 760mmHg
378.8ºC
1.749
1.36E-19mmHg at 25°C
Drug Information
Investigated for use/treatment in neuropathy (diabetic).
Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction. (See all compounds classified as Enzyme Inhibitors.)
Ranirestat alleviates diabetic neuropathy, a complication of diabetes, by inhibiting aldose reductase and thereby inhibiting the accumulation of intracellular sorbitol that causes diabetic neuropathy. This drug has a stronger inhibitory effect and is longer acting compared to other drugs in this therapeutic area. Ranirestat showed good penetration into the nerve tissue, resulting in dose-dependent inhibition of intraneural accumulation of sorbitol and fructose in a clinical study.
2-(4-bromo-2-fluorobenzyl)-1,2,3,4-tetrahydropyrrolo(1,2-a)pyrazine-4-spiro-3'-pyrrolidine-1.2',3,5'-tetrone
Computed Properties
Molecular Weight:420.2
XLogP3:1.3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:2
Exact Mass:418.99170
Monoisotopic Mass:418.99170
Topological Polar Surface Area:88.5
Heavy Atom Count:26
Complexity:689
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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