23806-24-8

Basic information

• Product Name: 3-Methyl-2-thiophenecarboxylic acid
• Synonyms: 2-Thiophenecarboxylic acid, 3-methyl-;3-METHYLTHIOPHENE-2-CARBOXYLIC ACID;3-METHYL-2-THENOIC ACID;3-METHYL-2-THIOPHENECARBOXYLIC ACID;RARECHEM AL BO 0517;3-Methylthiophene-2-carboxylic;3-METHYL-2-THIOPHENECARBOXLIC ACID;3-METHYL-2-THIOPHENE CARBOXYLIC ACID CHLORIDE
• CAS NO: 23806-24-8
• Molecular Formula: C₆H₆O₂S
• Molecular Weight: 142.18
• EINECS: 245-894-5
• Product Categories: Azoles;blocks;Carboxes;Acids and Derivatives;Heterocycles;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;pharmacetical;Carboxylic Acids;Thiophenes & Benzothiophenes;Thiophene&Benzothiophene;Organic acids;Heterocyclic Compounds;Carboxylic Acids;Thiophenes & Benzothiophenes;Building Blocks;Heterocyclic Building Blocks;Thiophenes;Building Blocks;C4 to C6;Chemical Synthesis;Heterocyclic Building Blocks
• Mol File: 23806-24-8.mol
• Article Data: 15

Chemical Properties

• Melting Point: 147-149 °C(lit.)
• Boiling Point: 229.75°C (rough estimate)
• Flash Point: 119.514 °C
• Appearance: /solid
• Density: 1.365 (estimate)
• Vapor Pressure: 0.0027mmHg at 25°C
• Refractive Index: 1.5300 (estimate)
• Storage Temp.: 2-8°C(protect from light)
• PKA: 3.68±0.10(Predicted)
• BRN: 116184
• CAS DataBase Reference: 3-Methyl-2-thiophenecarboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Methyl-2-thiophenecarboxylic acid(23806-24-8)
• EPA Substance Registry System: 3-Methyl-2-thiophenecarboxylic acid(23806-24-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 23806-24-8(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow crystal powder

Synthesis Reference(s)

The Journal of Organic Chemistry, 28, p. 914, 1963 DOI: 10.1021/jo01039a008Tetrahedron Letters, 26, p. 1777, 1985 DOI: 10.1016/S0040-4039(00)98336-9

General Description

3-Methyl-2-thiophenecarboxylic acid has been used in the synthesis of zinc and cadmium carboxylate complexes.

InChI:InChI=1/C6H6O2S/c1-4-2-3-9-5(4)6(7)8/h2-3H,1H3,(H,7,8)/p-1

Upstream product

• 5834-16-2 3-methyl-2-thiophenecarboxaldehdye 
• 13679-72-6 2-acetyl-3-methylthiophene 
• 59303-03-6 1-(3-methyl-[2]thienyl)-propan-1-one 
• 197236-32-1 1-(3-methyl-[2]thienyl)-butan-1-one 
• 616-44-4 3-Methylthiophene 
• 463-72-9 carbamic chloride 
• 97759-75-6 4,4-dimethyl-2-(3-methyl-2-thyenyl)oxazoline 
• 74-88-4 methyl iodide 
• 15719-64-9 methylammonium carbonate 
• 541-41-3 chloroformic acid ethyl ester 
• 318466-03-4 2-(3-methyl-thiophen-2-yl)-thiazolidine-4-carboxylic acid 
• 5271-67-0 2-Thiophenecarbonyl chloride 
• 527-72-0 2-thiophenylcarboxylic acid 
• 62521-42-0 4,4-dimethyl-2-(2-thienyl)oxazoline 

Downstream Products

• 81452-54-2 methyl 3-methylthiophene-2-carboxylate 
• 61341-26-2 3-methylthenoyl chloride 
• 65613-27-6 3,5-dimethyl-2-thiophenecarboxylic acid 
• 74965-84-7 3-ethyl-2-thiophenecarboxylic acid 
• 56728-17-7 Methyl (Z)-3-Methyl-3-pentenoate 
• 41654-12-0 methyl Δ²-3-methylpentenoate 
• 20459-97-6 3-Methyl-4-pentensaeure-methylester 
• 86610-47-1 Methyl (Z)-5-Mercapto-3-methyl-3-pentenoate 
• 86610-36-8 Methyl 2,5-Dihydro-3-methyl-2-thiophenecarboxylate 
• 194809-05-7 (3-methylthiophen-2-yl)-carbamic acid tert-butyl ester 
• 1451-95-2 thiophene-2,3-dicarboxylic acid 
• 229343-07-1 3-methyl-4-nitro-thiophene-2-carboxylic acid 
• 181868-54-2 (3-Ethanesulfinylmethyl-thiophen-2-yl)-phenyl-methanone 
• 181868-52-0 (3-Ethylsulfanylmethyl-thiophen-2-yl)-phenyl-methanone 

Relevant articles and documents

Direct carboxylation of thiophenes and benzothiophenes with the aid of EtAlCl2

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Synthesis of N-(Methoxycarbonylthienylmethyl)thioureas and evaluation of their interaction with inducible and neuronal nitric oxide synthase

Two isomeric N-(memoxycarbonylmienylmemyl)mioureas were synthesised by a sequence of radical bromination of methylthiophenecarboxylic esters, substitution with trifluoroacetamide anion, deprotection, formation of the corresponding isothiocyanates and addition of ammonia. The interaction of these new thiophene-based thioureas with inducible and neuronal nitric oxide synthase was evaluauted. These novel thienylmethyl- thioureas stimulated the activity of inducible Nitric Oxide Synthase (iNOS).

TRICYCLIC DERIVATIVES OR PHARMACEUTICALLY ACCEPTABLE SALTS THEREOF, THEIR PREPARATIONS AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM

The present invention relates to tricyclic derivatives or pharmaceutically acceptable salts thereof, their preparations and pharmaceutical compositions containing them. More precisely, the present invention relates to tricyclic derivatives as colchicine derivatives, pharmaceutically acceptable salts thereof, their preparations and pharmaceutical compositions containing them. Tricyclic derivatives of the present invention show very powerful cytotoxicity to cancer cell lines but were much less toxic than colchicine or taxol, confirmed through animal toxicity test. Tricyclic derivatives of the invention also decrease the volume and weight of a tumor and have a strong angiogenesis inhibiting activity in HUVEC cells. Thus, tricyclic derivatives of the present invention can effectively be used as an anticancer agent, anti-proliferation agent and an angiogenesis inhibitor.