67268-37-5

Basic information

• Product Name: 4H-Furo[3,2-b]pyrrole-5-carboxylic acid
• Synonyms: Ethyl furo[3,2-b]pyrrole-5-carboxylate;4H-Furo[3,2-b]pyrrole-5-carboxylicacid(9CI);Fs000697;SUN
• CAS NO: 67268-37-5
• Molecular Formula: C₇H₅NO₃
• Molecular Weight: 151.12
• Product Categories: CARBOXYLICACID;GLYCINESCAFFOLD
• Mol File: 67268-37-5.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 384 °C at 760 mmHg
• Flash Point: 186 °C
• Appearance: white to light brown/
• Density: 1.554 g/cm³
• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.595
• Storage Temp.: 2-8°C
• Solubility: DMSO: soluble0.5mg/mL (warmed; mostly soluble with heating)
• CAS DataBase Reference: 4H-Furo[3,2-b]pyrrole-5-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4H-Furo[3,2-b]pyrrole-5-carboxylic acid(67268-37-5)
• EPA Substance Registry System: 4H-Furo[3,2-b]pyrrole-5-carboxylic acid(67268-37-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 67268-37-5(Hazardous Substances Data)

Usage

Biochem/physiol Actions

SUN is am orally active and potent DAAO (DAO) inhibitor, which increases D-serine cerebellar and plasma concentrations. SUN was effective in rat models of neuropathic and inflammatory pain.

InChI:InChI=1/C9H9NO3/c1-2-12-9(11)7-5-8-6(10-7)3-4-13-8/h3-5,10H,2H2,1H3

Upstream product

• 35405-94-8 4H-Furo[3,2-b]pyrrole-5-carboxylic acid ethyl ester 
• 77484-99-2 furo<3,2-b>pyrrole-5-carboxylic acid methyl ester 
• 1207616-82-7 2-(4-morpholinobutanoyloxy)ethyl 4H-furo[3,2-b]pyrrole-5-carboxylate 
• 1207616-83-8 4H-furo[3,2-b]pyrrole-5-carboxamide 
• 1207616-84-9 N-(2-amino-2-oxoethyl)-4H-furo[3,2-b]pyrrole-5-carboxamide 
• 1207616-85-0 (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl 4H-furo[3,2-b]pyrrole-5-carboxylate 
• 1207616-86-1 2-oxo-1,3-dioxolan-4-yl 4H-furo[3,2-b]pyrrole-5-carboxylate 
• 1207616-53-2 4,4-dimethyl-1,5-dioxa-3b-aza-cyclopenta[a]pentalen-6-one 
• 1207616-54-3 propyl 4H-furo[3,2-b]pyrrole-5-carboxylate 
• 1207616-55-4 butyl 4H-furo[3,2-b]pyrrole-5-carboxylate 
• 1207616-56-5 heptyl 4H-furo[3,2-b]pyrrole-5-carboxylate 
• 1207616-57-6 isobutyl 4H-furo[3,2-b]pyrrole-5-carboxylate 
• 1207616-58-7 4-methylpentyl 4H-furo[3,2-b]pyrrole-5-carboxylate 
• 1207616-59-8 benzyl 4H-furo[3,2-b]pyrrole-5-carboxylate 

Downstream Products

• 250-91-9 furo<3,2-b>pyrrole 
• 1263388-08-4 2-methoxyphenyl 4H-furo[3,2-b]pyrrole-5-carboxylate 

Relevant articles and documents

D-AMINO ACID OXIDASE INHIBITORS AND THERAPEUTIC USES THEREOF

The present invention relates to compounds of Formula (I): or a pharmaceutically acceptable salt thereof, wherein: each of A, B, C, D, and E, independently, is C, N, N—H, O, S, or absent is a single bond or a double bond; each of X, Y, and Z, independentl

PRODRUGS OF FUSED HETEROCYCLIC INHIBITORS OF D-AMINO ACID OXIDASE

The invention relates to prodrugs of fused heterocyclic inhibitors of D-amino oxidase (DAAO) and methods of treating diseases and conditions, wherein modulation of D- amino acid oxidase activity, D-serine levels, D-serine oxidative products and NMDA receptor activity in the nervous system of a mammalian subject is effective.

The discovery of fused pyrrole carboxylic acids as novel, potent d-amino acid oxidase (DAO) inhibitors

The 'NMDA hypofunction hypothesis of schizophrenia' can be tested in a number of ways. DAO is the enzyme primarily responsible for the metabolism of d-serine, a co-agonist for the NMDA receptor. We identified novel DAO inhibitors, in particular, acid 1, which demonstrated moderate potency for DAO in vitro and ex vivo, and raised plasma d-serine levels after dosing ip to rats. In parallel, analogues were prepared to survey the SARs of 1.