13134-76-4

Basic information

• Product Name: METHYL 3-HYDROXYBENZO[B]THIOPHENE-2-CARBOXYLATE
• Synonyms: METHYL 3-HYDROXYBENZO[B]THIOPHENE-2-CARBOXYLATE;METHYL 3-HYDROXYBENZOTHIOPHENE-2-CARBOXYLATE;methyl 3-hydroxybenzo[b]thiophene-3-carboxylate;Methy 3-hydroxybenzothiophene-2-carboxylate;3-Hydroxybenzo[b]thiophene-2-carboxylic acid methyl ester;Methyl 3-hydroxybenzo[b]thiophen-2-carboxylate
• CAS NO: 13134-76-4
• Molecular Formula: C₁₀H₈O₃S
• Molecular Weight: 208.23
• EINECS: 236-066-4
• Mol File: 13134-76-4.mol
• Article Data: 11

Chemical Properties

• Melting Point: 106-108°C
• Boiling Point: 311.9°Cat760mmHg
• Flash Point: 142.4°C
• Appearance: /
• Density: 1.448g/cm³
• Vapor Pressure: 0.000234mmHg at 25°C
• Refractive Index: 1.678
• CAS DataBase Reference: METHYL 3-HYDROXYBENZO[B]THIOPHENE-2-CARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 3-HYDROXYBENZO[B]THIOPHENE-2-CARBOXYLATE(13134-76-4)
• EPA Substance Registry System: METHYL 3-HYDROXYBENZO[B]THIOPHENE-2-CARBOXYLATE(13134-76-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 13134-76-4(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 32, p. 2678, 1967 DOI: 10.1021/jo01284a006

InChI:InChI=1/C10H8O3S/c1-13-10(12)9-8(11)6-4-2-3-5-7(6)14-9/h2-5,12H,1H3/b10-9-

Upstream product

• 6287-88-3 methyl 2-[(2-methoxy-2-oxoethyl)thio]benzoate 
• 58108-08-0 methyl 3-(cyanomethoxy)benzo[b]thiophene-2-carboxylate 
• 100-68-5 methyl-phenyl-thioether 
• 22913-24-2 methyl benzo[b]thiophene-2-carboxylate 
• 16671-86-6 2-thiocyanatobenzoic acid 
• 17333-86-7 o-Carboxybenzenediazonium 
• 135-13-7 (o-carboxyphenyl)thioacetic acid 
• 51471-72-8 (2-methoxycarbonyl-phenylsulfanyl)-acetic acid 
• 147-93-3 Thiosalicylic acid 
• 4892-02-8 Methyl thiosalicylate 
• 96-34-4 methyl chloroacetate 
• 19602-82-5 2,2'-dithiodibenzoic acid dichloride 
• 108-59-8 malonic acid dimethyl ester 
• 394-35-4 methyl 2-fluorobenzoate 

Downstream Products

• 56424-74-9 3-hydroxy-benzo[b]thiophene-2-carboxylic acid anilide 
• 115690-80-7 3-hydroxy-benzo[b]thiophene-2-carboxylic acid benzylamide 
• 89155-10-2 2-Amino-3-(2-chloro-phenyl)-benzo[4,5]thieno[3,2-b]pyran-4-one 
• 89155-11-3 2-Amino-3-(2,3,4-trimethoxy-phenyl)-benzo[4,5]thieno[3,2-b]pyran-4-one 
• 89155-09-9 2-Amino-3-phenyl-benzo[4,5]thieno[3,2-b]pyran-4-one 
• 17347-01-2 2-(1-carboxy-propylsulfanyl)-benzoic acid 
• 89155-19-1 4-hydroxy-3-phenylbenzo<4,5>thieno<3,2-b>pyran-2-one 
• 89155-16-8 2-acetylamino-3-phenylbenzo<4,5>thieno<3,2-b>pyran-4-one 
• 75510-48-4 9-[2-(3,4-Dimethoxy-phenyl)-ethyl]-7-hydroxy-6,7,8,9-tetrahydro-5-oxa-11-thia-9-aza-cycloocta[a]inden-10-one 
• 71572-73-1 1-(3-Benzothienyloxy)-3-isopropylamino-2-propanol Hydrochloride 
• 75510-51-9 1-(3-Benzothienyloxy)-3-t-butylamino-2-propanol Hydrochloride 
• 75510-52-0 1-(3-Benzothienyloxy)-3-(3,4-dimethoxyphenylethylamino)-2-propanol Hydrochloride 
• 75510-50-8 1-<3-(2-Carboxy)benzothienyloxy>-3-(3,4-dimethoxyphenylethylamino)-2-propanol Hydrochloride 
• 97457-70-0 3-acetoxy-benzo[b]thiophene-2-carboxylic acid anilide 

Relevant articles and documents

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Benzothiophene-2-carboxamide derivatives as SENPs inhibitors with selectivity within SENPs family

The SUMO (small ubiquitin-related modifier)-specific proteases (SENPs) are responsible for the cleavage of SUMO from its target proteins, thus play important roles in the dynamic SUMOylation and deSUMOylation processes. SENPs are related to a variety of human diseases including cancer and represent a new class of potential therapeutic targets with mechanism of action that is likely to be different from that of current clinically used drugs. However, potent inhibitors that are selective within the SENPs family members still remain a challenge due to their high homology. In order to demonstrate the feasibility of developing selective inhibitors within the SENPs family, we chose SENP1/2/5 as representatives, aiming to identify inhibitors with selectivity among the members. Starting from a hit compound ZCL951 from virtual screening, a series of benzothiophene-2-carboxamide inhibitors were designed based on the protein structures of SENP1, 2, and 5. First, an unoccupied hydrophobic pocket was first identified which led to IC50 as low as 0.56 μM. Furthermore, the ethylacetate 77 gave both submicromolar inhibitory activity and 33-fold selectivity for SENP2 versus SENP5. They are the most potent and selective nonpeptidic inhibitor reported so far for the SENPs family, as far as we are aware. Their structure-activity relationship was also discussed.

METHOD FOR PROMOTING PLANT GROWTH

The present invention provides a method for promoting plant growth, which comprises treating a plant with at least one compound selected from a group consisting of a compound represented by the following Formula (1): and an agriculturally acceptable salt thereof, provided that a method for promoting plant growth which comprises treating plants with a compound corresponding to any one of the following (1) to (5) and an agriculturally acceptable salt thereof is excluded: (1) 4-(Trifluoromethyl)benzo[b]thiophene-2-carboxylic acid, (2) 5-(Trifluoromethyl)benzo[b]thiophene-2-carboxylic acid, (3) 6-(Trifluoromethyl)benzo[b]thiophene-2-carboxylic acid, (4) 7-(Trifluoromethyl)benzo[b]thiophene-2-carboxylic acid, and (5) Benzo[b]thiophene-2-carboxylic acid.

As many as six tandem reactions in one step! Unprecedented formation of highly functionalized benzothiophenes

A novel reaction pathway involving 1,3-diketones and 2,2′- dithiodibenzoylchloride that gives access to benzothiophenes with spiroketal, lactone, carbonyl, hydroxyl and carboxylic acid functionalities is discussed. The Royal Society of Chemistry 2009.