| Identification | Back Directory | [Name]
4H-THIENO[3,2-B]PYRROLE-5-CARBOXYLIC ACID | [CAS]
39793-31-2 | [Synonyms]
79793-31-2
AKOS BB-9991
CHEMBRDG-BB 4012315
D-Amino Acid Oxidase Inhibitor
Thieno[2,3-b]pyrrole-5-carboxylic acid
4-Thieno[3,2-b]pyrrole-5-carboxylic acid
4H-thieno[2,3-d]pyrrole-5-carboxylic acid
4H-THIENO[3,2-B]PYRROLE-5-CARBOXYLIC ACID
4H-thieno[3,2-b]pyrrole-5-carboxylic acid(SALTDATA: FREE)
D-Amino Acid Oxidase Inhibitor - CAS 39793-31-2 - Calbiochem | [Molecular Formula]
C7H5NO2S | [MDL Number]
MFCD07368542 | [MOL File]
39793-31-2.mol | [Molecular Weight]
167.19 |
| Chemical Properties | Back Directory | [Melting point ]
180 °C | [Boiling point ]
437.4±25.0 °C(Predicted) | [density ]
1.609 | [storage temp. ]
+2C to +8C | [solubility ]
DMF: 30 mg/ml; DMSO: 30 mg/ml; DMSO:PBS (pH 7.2) (1:2): 0.3 mg/ml; Ethanol: 2 mg/ml | [form ]
Beige solid | [pka]
4.36±0.30(Predicted) | [color ]
Light brown to gray |
| Hazard Information | Back Directory | [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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