ChemicalBook > CAS DataBase List > 3,6-DICHLORO-BENZO[B]THIOPHENE-2-CARBOXYLIC ACID

3,6-DICHLORO-BENZO[B]THIOPHENE-2-CARBOXYLIC ACID

Product Name: 3,6-DICHLORO-BENZO[B]THIOPHENE-2-CARBOXYLIC ACID
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
Formula Weight: 247.1
MOL File: 34576-94-8.mol

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3,6-DICHLORO-BENZO[B]THIOPHENE-2-CARBOXYLIC ACID Property

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.

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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

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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

P321Specific treatment (see … on this label).

P330Rinse mouth.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Cayman Chemical

Product number: 22948
Product name: 3,6-dichloro-benzo[b]thiophene-2-Carboxylic Acid
Purity: ≥95%
Packaging: 100mg
Price: $32
Updated: 2024/03/01

Cayman Chemical

Product number: 22948
Product name: 3,6-dichloro-benzo[b]thiophene-2-Carboxylic Acid
Purity: ≥95%
Packaging: 250mg
Price: $63
Updated: 2024/03/01

Cayman Chemical

Product number: 22948
Product name: 3,6-dichloro-benzo[b]thiophene-2-Carboxylic Acid
Purity: ≥95%
Packaging: 500mg
Price: $109
Updated: 2024/03/01

American Custom Chemicals Corporation

Product number: COR0002384
Product name: 3,6-DICHLOROBENZO[B]THIOPHENE-2-CARBOXYLIC ACID
Purity: 95.00%
Packaging: 1G
Price: $721.57
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FD57151
Product name: 3,6-Dichlorobenzo[b]thiophene-2-carboxylic acid
Packaging: 2g
Price: $450
Updated: 2021/12/16

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3,6-DICHLORO-BENZO[B]THIOPHENE-2-CARBOXYLIC ACID Chemical Properties,Usage,Production

Description

3,6-dichloro-benzo[b]thiophene-2-Carboxylic acid is an inhibitor of myeloid cell leukemia 1 (Mcl-1) with a K_i 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

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View Lastest Price from 3,6-DICHLORO-BENZO[B]THIOPHENE-2-CARBOXYLIC ACID manufacturers

Career Henan Chemical Co

Product: 3,6-DICHLORO-BENZO[B]THIOPHENE-2-CARBOXYLIC ACID 34576-94-8
Price: US $1.00/KG
Min. Order: 1KG
Purity: 96%
Supply Ability: 500kg
Release date: 2018-08-20

34576-94-8, 3,6-DICHLORO-BENZO[B]THIOPHENE-2-CARBOXYLIC ACIDRelated Search:

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3,6-DICHLORO-BENZO[B]THIOPHENE-2-CARBOXY

Bcl-2 Family,BT2,Inhibitor,BT-2,inhibit,BT 2

3,6-Dichlorobenzo[β]thiophene-2-carboxylic acid

BT2, 10 mM in DMSO

BT2 ，E2663

34576-94-8