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

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

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

22-36/37/38

Safety Statements 

22-26-36/37/39

WGK Germany 

3

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

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.

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