4H-THIENO[3,2-B]PYRROLE-5-CARBOXYLIC ACID

Synonym(s):4H-Thieno[3,2-b]pyrrole-5-carboxylic acid, D-AAO Inhibitor, Compound 8;D-Amino Acid Oxidase Inhibitor - CAS 39793-31-2 - Calbiochem

CAS NO.：39793-31-2
Empirical Formula: C7H5NO2S
Molecular Weight: 167.19
MDL number: MFCD07368542
SAFETY DATA SHEET (SDS)
Update Date: 2024-07-02 08:55:42

4H-THIENO[3,2-B]PYRROLE-5-CARBOXYLIC ACID Structural

What is 4H-THIENO[3,2-B]PYRROLE-5-CARBOXYLIC ACID?

What are the applications of Application

D-Amino Acid Oxidase Inhibitor is a thienopyrrole compound that inhibits cellular activity in CHO cells

Synthesis Reference(s)

Journal of the American Chemical Society, 79, p. 2556, 1957 DOI: 10.1021/ja01567a053

General Description

A cell-permeable thienopyrrole compound that potently inhibits the cellular activity of transfected D-amino acid oxidase (DAO/DAAO/DAMOX/OXDA) in CHO cells (IC₅₀ against human and rat DAO = 145 and 114 nM, respectively), while exhibiting no activity towards D-aspartate oxidase (DDO; IC₅₀ >5 μM), P450 enzymes CYP3A4/2D6/3C9 (IC₅₀ >10 μM), and a panel of over 150 other enzymes, receptors, and ion channels. Although in vivo treatment of Compound 8 (200 mg/kg, i.p.) is shown to effectively inhibit DAO activity in rat brain and kidney (by 96% and 80%, respectively), the resulting D-serine concentration increase in the periphery and central nervous system appears to be far from sufficient to produce adequate antipsychotic and cognitive enhancing effects.

Properties of 4H-THIENO[3,2-B]PYRROLE-5-CARBOXYLIC ACID

Melting point:	180 °C
Boiling point:	437.4±25.0 °C(Predicted)
Density	1.609
storage temp.	Sealed in dry,2-8°C
solubility	DMF: 30 mg/ml; DMSO: 30 mg/ml; DMSO:PBS (pH 7.2) (1:2): 0.3 mg/ml; Ethanol: 2 mg/ml
pka	4.36±0.30(Predicted)
form	Beige solid
color	Light brown to gray

Safety information for 4H-THIENO[3,2-B]PYRROLE-5-CARBOXYLIC ACID

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H302:Acute toxicity,oral H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P405:Store locked up.