ChemicalBook > CAS DataBase List > 4H-THIENO[3,2-B]PYRROLE-5-CARBOXYLIC ACID

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

Product Name
4H-THIENO[3,2-B]PYRROLE-5-CARBOXYLIC ACID
CAS No.
39793-31-2
Chemical Name
4H-THIENO[3,2-B]PYRROLE-5-CARBOXYLIC ACID
Synonyms
DAO-IN-2;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[3,2-b]pyrrol-5-carboxylic acid;4H-THIENO[3,2-B]PYRROLE-5-CARBOXYLIC ACID;4H-thieno[2,3-d]pyrrole-5-carboxylic acid
CBNumber
CB9349944
Molecular Formula
C7H5NO2S
Formula Weight
167.19
MOL File
39793-31-2.mol
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4H-THIENO[3,2-B]PYRROLE-5-CARBOXYLIC ACID Property

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
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Safety

Hazard Codes 
Xn,Xi
Risk Statements 
22-36/37/38
Safety Statements 
22-26-36/37/39
WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
760250
Product name
4H-Thieno[3,2-b]pyrrole-5-carboxylic acid
Purity
97%
Packaging
500mg
Price
$31.6
Updated
2023/06/20
Sigma-Aldrich
Product number
138000
Product name
D-Amino Acid Oxidase Inhibitor
Packaging
50mg
Price
$110
Updated
2023/01/07
Cayman Chemical
Product number
23894
Product name
D-Amino Acid Oxidase Inhibitor
Purity
≥98%
Packaging
250mg
Price
$68
Updated
2024/03/01
Cayman Chemical
Product number
23894
Product name
D-Amino Acid Oxidase Inhibitor
Purity
≥98%
Packaging
500mg
Price
$130
Updated
2024/03/01
Cayman Chemical
Product number
23894
Product name
D-Amino Acid Oxidase Inhibitor
Purity
≥98%
Packaging
1g
Price
$241
Updated
2024/03/01
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4H-THIENO[3,2-B]PYRROLE-5-CARBOXYLIC ACID Chemical Properties,Usage,Production

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

Raw materials

Preparation Products

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

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View Lastest Price from 4H-THIENO[3,2-B]PYRROLE-5-CARBOXYLIC ACID manufacturers

Career Henan Chemical Co
Product
4H-THIENO[3,2-B]PYRROLE-5-CARBOXYLIC ACID 39793-31-2
Price
US $1.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
200kg
Release date
2018-12-24

39793-31-2, 4H-THIENO[3,2-B]PYRROLE-5-CARBOXYLIC ACIDRelated Search:

Ethyl thiazole-5-carboxylate 4-Thiazolecarboxylic acid Thiazole-5-carboxylic acid THIAZOLE-4-CARBOXAMIDE 4H-THIENO[3,2-B]PYRROLE-5-CARBOXYLIC ACID Ethyl 4H-thieno[2,3-d]pyrrole-5-carboxylate 3-BROMO-4(H)-THIENO[3,2-B]PYRROLE-5-CARBOXYLICACID 6H-THIENO[2,3-B]PYRROLE-5-CARBOXYLIC ACID ETHYL ESTER METHYL 2-METHYL-4H-THIENO[3,2-B]PYRROLE-5-CARBOXYLATE ETHYL 2-CHLORO-4H-THIENO[3,2-B]PYRROLE-5-CARBOXYLATE ETHYL 3-METHYL-4H-THIENO[3,2-B]PYRROLE-5-CARBOXYLATE 4-METHYL-4H-THIENO[3,2-B]PYRROLE-5-CARBOXYLIC ACID,4-Methyl-4H-thieno[3,2-b]pyrrole-5-carboxylic acid 97% 4-CARBOXYMETHYL-4H-THIENO[3,2-B]PYRROLE-5-CARBOXYLIC ACID ETHYL 3-CHLORO-4H-THIENO[3,2-B]PYRROLE-5-CARBOXYLATE METHYL 4H-THIENO[3,2-B!PYRROLE-5-CARBOXYLATE, 97+% 2-METHYL-4H-THIENO[3,2-B]PYRROLE-5-CARBOXYLIC ACID METHYL 4-METHYL-4H-THIENO[3,2-B]PYRROLE-5-CARBOXYLATE 6H-THIENO[2,3-B]PYRROLE-5-CARBOXYLIC ACID

  • 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
  • 79793-31-2
  • 4-Thieno[3,2-b]pyrrole-5-carboxylic acid
  • 4H-Thieno[3,2-b]pyrrole-5-carboxylic acid (6CI, 7CI, 9CI, ACI)
  • DAO-IN-2
  • 4H-Thieno[3,2-b]pyrrol-5-carboxylic acid
  • 39793-31-2
  • 79793-31-2
  • C7H5NO2S