39978-14-8

Basic information

• Product Name: METHYL 3-AMINOTHIOPHENE-4-CARBOXYLATE HYDROCHLORIDE
• Synonyms: METHYL 3-AMINOTHIOPHENE-4-CARBOXYLATE HYDROCHLORIDE;METHYL 4-AMINOTHIOPHENE-3-CARBOXYLATE HYDROCHLORIDE;methyl4-aminothiophene-3-carboxylateHCl;Methyl 3-aminothiophene-4-carboxylate hydrochloride, 97+%;3-AMino-4-Methoxycarbonylthiophene hydrochloride;Methyl 4-aMino-3-thiophenecarboxylate hydrochloride;4-Amino-3-(methoxycarbonyl)thiophene hydrochloride;4-Aminothiophene-3-carboxylic acid methyl ester hydrochloride
• CAS NO: 39978-14-8
• Molecular Formula: C₆H₇NO₂S*ClH
• Molecular Weight: 193.65
• Mol File: 39978-14-8.mol
• Article Data: 6

Chemical Properties

• Melting Point: 203-204°C
• Boiling Point: 295.9 °C at 760 mmHg
• Flash Point: 132.8 °C
• Appearance: Brown/Powder
• Density: 1.319g/cm³
• Vapor Pressure: 0.00148mmHg at 25°C
• Refractive Index: 1.598
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Sensitive: Hygroscopic
• CAS DataBase Reference: METHYL 3-AMINOTHIOPHENE-4-CARBOXYLATE HYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 3-AMINOTHIOPHENE-4-CARBOXYLATE HYDROCHLORIDE(39978-14-8)
• EPA Substance Registry System: METHYL 3-AMINOTHIOPHENE-4-CARBOXYLATE HYDROCHLORIDE(39978-14-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 39978-14-8(Hazardous Substances Data)

Usage

Uses

Methyl 3-aminothiophene-4-carboxylate hydrochloride is used in the preparation of ethyl (4-methoxycarbonyl)thiophene-3-carbamate by reacting with carbonochloridic acid ethyl ester.

InChI:InChI=1/C6H7NO2S/c1-9-6(8)4-2-10-3-5(4)7/h2-3H,7H2,1H3

Upstream product

• 58230-46-9 4-hydroxyimino-tetrahydro-thiophene-3-carboxylic acid methyl ester 
• 2689-68-1 methyl 4-oxotetrahydrothiophene-3-carboxylate 

Downstream Products

• 6251-30-5 thieno[3,4-d]pyrimidine-2,4-diol 
• 190005-91-5 4-(tert-Butoxycarbonyl-methyl-amino)-thiophene-3-carboxylic acid methyl ester 
• 152615-87-7 (2R,3S,4S,5R)-2-(benzoyloxymethyl)-5-(4-thioxo-3,4-dihydrothieno[3,4-b]pyrimidin-7-yl)tertahydrofuran-3,4-diyl dibenzoate 
• 1333168-09-4 C₃₅H₃₀N₄O₈S 
• 53826-78-1 methyl-4-formamido-3-thiophene carboxylate 
• 1262585-96-5 2-(4-oxo-3,4-dihydrothieno[3,4-d]pyrimidin-2-yl)methylbenzoic acid 
• 1262585-98-7 2-oxo-2-phenylethyl 2-((4-oxo-3,4-dihydrothieno[3,4-d]pyrimidin-2-yl)methyl)benzoate 
• 1262585-97-6 ethyl 2-(4-oxo-3,4-dihydrothieno[3,4-d]pyrimidin-2-yl)methylbenzoate 
• 1262585-99-8 ethyl 2-(3-methyl-4-oxo-3,4-dihydrothieno[3,4-d]pyrimidin-2-yl)methylbenzoate 
• 69363-85-5 methyl 4-aminothiophene-3-carboxylate 
• 924628-41-1 methyl 4-{[3-(4-pyridin-2-ylphenyl)propanoyl]amino}thiophene-3-carboxylate 
• 930575-21-6 4-[2-(5-bromo-pyridin-2-yloxy)-acetylamino]-thiophene-3-carboxylic acid methyl ester 
• 924627-87-2 methyl 4-[3-(4-bromophenyl)propanoylamino]thiophene-3-carboxylate 
• 36945-29-6 4-acetamidothiophene-3-carboxylic acid methyl ester 

Relevant articles and documents

Scaffold Diversity Inspired by the Natural Product Evodiamine: Discovery of Highly Potent and Multitargeting Antitumor Agents

A critical question in natural product-based drug discovery is how to translate the product into drug-like molecules with optimal pharmacological properties. The generation of natural product-inspired scaffold diversity is an effective but challenging strategy to investigate the broader chemical space and identify promising drug leads. Extending our efforts to the natural product evodiamine, a diverse library containing 11 evodiamine-inspired novel scaffolds and their derivatives were designed and synthesized. Most of them showed good to excellent antitumor activity against various human cancer cell lines. In particular, 3-chloro-10-hydroxyl thio-evodiamine (66c) showed excellent in vitro and in vivo antitumor efficacy with good tolerability and low toxicity. Antitumor mechanism and target profiling studies indicate that compound 66c is the first-in-class triple topoisomerase I/topoisomerase II/tubulin inhibitor. Overall, this study provided an effective strategy for natural product-based drug discovery. (Figure Presented).

ANTI-CANCER DRUGS AND USES RELATING THERETO FOR METASTATIC MALIGNANT MELANOMA AND OTHER CANCERS

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A rapid conversion of 3-oxothiolanes into 3-aminothiophenes

3-Oxotetrahydrothiophenes can be rapidly converted into 3-aminothiophenes by refluxing with hydroxylamine hydrochloride in a polar solvent, usually acetonitrile.