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| | 4H-THIENO[3,2-B]PYRROLE-5-CARBOXYLIC ACID Basic information |
| Product Name: | 4H-THIENO[3,2-B]PYRROLE-5-CARBOXYLIC ACID | | Synonyms: | 4H-thieno[3,2-b]pyrrole-5-carboxylic acid(SALTDATA: FREE);Thieno[2,3-b]pyrrole-5-carboxylic acid;4H-thieno[2,3-d]pyrrole-5-carboxylic acid;D-Amino Acid Oxidase Inhibitor;4H-THIENO[3,2-B]PYRROLE-5-CARBOXYLIC ACID;AKOS BB-9991;CHEMBRDG-BB 4012315;D-Amino Acid Oxidase Inhibitor - CAS 39793-31-2 - Calbiochem | | CAS: | 39793-31-2 | | MF: | C7H5NO2S | | MW: | 167.19 | | EINECS: | | | Product Categories: | | | Mol File: | 39793-31-2.mol | ![4H-THIENO[3,2-B]PYRROLE-5-CARBOXYLIC ACID Structure](CAS/GIF/39793-31-2.gif) |
| | 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 | | form | Beige solid | | pka | 4.36±0.30(Predicted) | | color | Light brown to gray | | InChI | InChI=1S/C7H5NO2S/c9-7(10)5-3-6-4(8-5)1-2-11-6/h1-3,8H,(H,9,10) | | InChIKey | PMHDSACGRKBACK-UHFFFAOYSA-N | | SMILES | N1C(C(O)=O)=CC2SC=CC1=2 |
| | 4H-THIENO[3,2-B]PYRROLE-5-CARBOXYLIC ACID Usage And Synthesis |
| Uses | DAO-IN-2 is a novel D-amino acid oxidase (DAO) inhibitor. DAO-IN-2 demonstrates moderate potency for DAO in vitro and ex vivo[1]. | | 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. | | References | [1] Tim Sparey, et, al. The discovery of fused pyrrole carboxylic acids as novel, potent D-amino acid oxidase (DAO) inhibitors. Bioorg Med Chem Lett. 2008,18, 11. DOI:10.1016/j.bmcl.2008.04.020 |
| | 4H-THIENO[3,2-B]PYRROLE-5-CARBOXYLIC ACID Preparation Products And Raw materials |
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