3,6-Dichloro-benzo[b]thiophene-2-carboxylic acid
![3,6-Dichloro-benzo[b]thiophene-2-carboxylic acid Structure](CAS/GIF/34576-94-8.gif)
- CAS No.
- 34576-94-8
- Chemical Name:
- 3,6-Dichloro-benzo[b]thiophene-2-carboxylic acid
- Synonyms
- BT2;BT2 ，E2663;BT2, 10 mM in DMSO;3,6-DICHLORO-BENZO[B]THIOPHENE-2-CARBOXY;Bcl-2 Family,BT2,Inhibitor,BT-2,inhibit,BT 2;3,6-dichlorobenzothiophene-2-carboxylic acid;3,6-dichloro-2-benzothiophenecarboxylic acid;3,6-Dichloro-1-benzothiophene-2-carboxylicaci;3,6-Dichlorobenzo[β]thiophene-2-carboxylic acid;Benzo[b]thiophene-2-carboxylic acid, 3,6-dichloro-
- CBNumber:
- CB01492789
- Molecular Formula:
- C9H4Cl2O2S
- Molecular Weight:
- 247.1
- MDL Number:
- MFCD00781745
- MOL File:
- 34576-94-8.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Boiling point | 426.4±40.0 °C(Predicted) |
|---|---|
| Density | 1.653±0.06 g/cm3(Predicted) |
| storage temp. | 2-8°C |
| solubility | Soluble in DMSO (up to at least 20 mg/ml) |
| pka | 2.09±0.30(Predicted) |
| form | solid |
| color | Off-white |
| Stability | Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months. |
| InChI | 1S/C9H4Cl2O2S/c10-4-1-2-5-6(3-4)14-8(7(5)11)9(12)13/h1-3H,(H,12,13) |
| InChIKey | AAHPIJMQJAZYTM-UHFFFAOYSA-N |
| SMILES | [s]1c2c(c(c1C(=O)O)Cl)ccc(c2)Cl |
| UNSPSC Code | 12352200 |
| NACRES | NA.77 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H315-H319-H302-H335 |
| Precautionary statements | P264-P270-P301+P312-P330-P501-P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P |
| WGK Germany | WGK 3 |
| Storage Class | 11 - Combustible Solids |
3,6-Dichloro-benzo[b]thiophene-2-carboxylic acid price More Price(70)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Cayman Chemical | 22948 | 3,6-dichloro-benzo[b]thiophene-2-Carboxylic Acid ≥95% | 34576-94-8 | 100mg | $36 | 2026-04-30 | Buy |
| Cayman Chemical | 22948 | 3,6-dichloro-benzo[b]thiophene-2-Carboxylic Acid ≥95% | 34576-94-8 | 250mg | $70 | 2026-04-30 | Buy |
| Cayman Chemical | 22948 | 3,6-dichloro-benzo[b]thiophene-2-Carboxylic Acid ≥95% | 34576-94-8 | 500mg | $120 | 2026-04-30 | Buy |
| Biosynth | FD57151 | 3,6-Dichlorobenzo[b]thiophene-2-carboxylic acid | 34576-94-8 | 2g | $900 | 2026-06-04 | Buy |
| Biosynth | FD57151 | 3,6-Dichlorobenzo[b]thiophene-2-carboxylic acid | 34576-94-8 | 1g | $900 | 2026-06-04 | Buy |
3,6-Dichloro-benzo[b]thiophene-2-carboxylic acid Chemical Properties, Uses, Production
Description
3,6-dichloro-benzo[b]thiophene-2-Carboxylic acid is an inhibitor of myeloid cell leukemia 1 (Mcl-1) with a Ki value of 59 μM for binding of FITC-Mcl-1-BH2 peptide binding to Mcl-1. It has been used as a building block in the synthesis of inhibitors of Mcl-1, the toll-like receptor 3/double-stranded RNA (TLR3/dsRNA) complex, and D-amino acid oxidase (DAO).
Uses
BT2 is a BCKDC kinase (BDK) inhibitor with an IC50 of 3.19 μM. BT2 binding to BDK triggers helix movements in the N-terminal domain, resulting in the dissociation of BDK from the branched-chain α-ketoacid dehydrogenase complex (BCKDC)[1]. BT2 (compound 4) is also a potent and selective Mcl-1 inhibitor with a Ki value of 59 μM[2].
in vivo
BT2 (20 mg/kg/day; intraperitoneal injection; daily; for 7 days; C57BL/6J male mice) treatment robustly enhances BCKDC activity in the heart (12.3-fold) compared with the vehicle-treated animals. Less activation is obtained in muscle and kidney at 3.6- and 3.8-fold, respectively. The -fold activation of BCKDC activity in the above tissues correlates with decreased phosphorylation in heart, muscle, and kidney after the long term BT2 treatment. BT2 treatment reduces the protein levels of BDK in kidneys and heart[1].
| Animal Model: | C57BL/6J male mice (8-10-week-old)[1] |
| Dosage: | 20 mg/kg/day |
| Administration: | Intraperitoneal injection; daily; for 1 week |
| Result: | BCKDC activity was robustly (12.3-fold) enhanced in the heart compared with the vehicle-treated animals. Less activation was obtained in muscle and kidney at 3.6- and 3.8-fold, respectively. The protein levels of BDK in kidneys and heart were reduced to averages of 39 and 24%, respectively. |
IC 50
BDK: 3.19 μM (IC50); Mcl-1: 59 μM (Ki)
References
[1] SHIH-CHIA TSO. Benzothiophene carboxylate derivatives as novel allosteric inhibitors of branched-chain α-ketoacid dehydrogenase kinase.[J]. The Journal of Biological Chemistry, 2014, 289 30: 20583-20593. DOI:10.1074/jbc.m114.569251
[2] ANDERS FRIBERG. Discovery of Potent Myeloid Cell Leukemia 1 (Mcl-1) Inhibitors Using Fragment-Based Methods and Structure-Based Design[J]. Journal of Medicinal Chemistry, 2012, 56 1: 15-30. DOI:10.1021/jm301448p
3,6-Dichloro-benzo[b]thiophene-2-carboxylic acid Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| SynAsst Chemical. | 021-60343070 | China | 12731 | 55 | |
| Bide Pharmatech Ltd. | 400-164-7117 18317119277 | product02@bidepharm.com | China | 40000 | 60 |
| Suzhou Laing Biological Technology Co., LTD | 0512-62968256 18550502935 | export@laingbiotec.com | China | 994 | 58 |
| ShangHai AmK Pharmaceutical Technology Co., Ltd. | 微信 18019252918 18019252918 | sale@amkchem.com | China | 14982 | 55 |
| Jiangsu Aikon Biopharmaceutical R&D co.,Ltd. | 025-66028182 17714375163 | yftan@aikonchem.com | China | 16674 | 50 |
| Shanghai EFE Biological Technology Co., Ltd. | 021-65675885 18964387627 | info@efebio.com | China | 9799 | 58 |
| Shanghai YuanYe Biotechnology Co., Ltd. | 15026964105 | 2881489226@qq.com | China | 89667 | 60 |
| Shanghai Jizhi Biochemical Technology Co. Ltd. | 021-4009004166/18616739031 18616739031 | 3007523370@qq.com | China | 40000 | 58 |
| Fan De(Beijing) Biotechnology Co., Ltd. | 15911056312 | liming@bio-fount.com | China | 9718 | 58 |
| Shanghai Tengyi Chemical Technology Co., Ltd. | 17602173738 | 613666989@qq.com | China | 300 | 58 |
View Latest Price from 3,6-Dichloro-benzo[b]thiophene-2-carboxylic acid manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-08-08 | BT2
34576-94-8
|
$39.00-72.00 | 99.27% | 10g | TargetMol Chemicals Inc. | ||
 |
2026-08-08 | BT2
34576-94-8
|
$39.00-72.00 | 99.27% | 10g | TargetMol Chemicals Inc. | ||
![3,6-DICHLORO-BENZO[B]THIOPHENE-2-CARBOXYLIC ACID pictures](/ProductImageEN/2022-07/Small/54a795a4-8607-4270-b8b9-cbd39b083cf6.jpg) |
2023-09-24 | 3,6-DICHLORO-BENZO[B]THIOPHENE-2-CARBOXYLIC ACID
34576-94-8
|
50g | 98% | 500kg | Suzhou Laing Biotechnology Co.,Ltd |
-
- BT2
34576-94-8
- $39.00-72.00
- 99.27%
- TargetMol Chemicals Inc.
-
- BT2
34576-94-8
- $39.00-72.00
- 99.27%
- TargetMol Chemicals Inc.
-
- 3,6-DICHLORO-BENZO[B]THIOPHENE-2-CARBOXYLIC ACID
34576-94-8
- 98%
- Suzhou Laing Biotechnology Co.,Ltd
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