2-Thiophenamine

Base Information

• Chemical Name: 2-Thiophenamine
• CAS No.: 616-46-6
• Molecular Formula: C4H5NS
• Molecular Weight: 99.1564
• Hs Code.: 2934999090
• NSC Number: 118942
• UNII: G9MN5C2AMD
• DSSTox Substance ID: DTXSID40210601
• Nikkaji Number: J7.033E
• Wikidata: Q83085357
• ChEMBL ID: CHEMBL4793820
• Mol file: 616-46-6.mol

Synonyms:thiophen-2-amine;616-46-6;2-Thiophenamine;2-AMINOTHIOPHENE;aminothiophene;Thiophenamine;Thiophen-2-ylamine;G9MN5C2AMD;NSC 118942;NSC-118942;2-THIENYLAMINE;thiophenine;Thienylamine;2-aminothiophen;thiophen-5-ylamine;UNII-G9MN5C2AMD;2-thiophenamine, AldrichCPR;(THIOPHEN-2-YL)AMINE;CHEMBL4793820;DTXSID40210601;MFCD01210840;NSC118942;AKOS006230120;AB08372;BB 0248296;CS-0322813;FT-0647214;EN300-127498;A833347;J-524954;4-Acetamido-N-(4-acetamidophenyl)-N-methylaniline oxide

Chemical Property of 2-Thiophenamine

Chemical Property:

• Vapor Pressure: 0.441mmHg at 25°C
• Melting Point: 12-13 °C(Solv: hexane (110-54-3); dichloromethane (75-09-2))
• Refractive Index: 1.629
• Boiling Point: 194.5 °C at 760 mmHg
• PKA: 2.51±0.10(Predicted)
• Flash Point: 71.4 °C
• PSA: 91.56000
• Density: 1.221 g/cm³
• LogP: 2.54480
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 99.01427034
• Heavy Atom Count: 6
• Complexity: 46.8

Purity/Quality:

97% ^*data from raw suppliers

Thiophen-2-amine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CSC(=C1)N
• General Description: 2-Thiophenamine (also known as 2-aminothiophene) serves as a key starting material in the synthesis of pyranothienoimidazolidinopyrimidines, which exhibit notable neurotropic and antiamnesic properties. These derivatives demonstrate significant anticonvulsant, tranquilizer, and myorelaxant effects, outperforming reference drugs like phenobarbital and diazepam in reducing corazole-induced convulsions while maintaining a favorable safety profile. The findings highlight its utility in developing novel therapeutic agents for neurological disorders.

Technology Process of 2-Thiophenamine

There total 15 articles about 2-Thiophenamine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

2-Iodothiophene (3437-95-4,149762-92-5) → thiophen-2-ylamine (616-46-6)

Guidance literature:

With copper(l) iodide; ascorbic acid; In ammonia; at 25 ℃; for 18h; liquid NH₃;

DOI:10.1021/jo301204t

Reference yield: 96.0%

tert-butyl (2-thienyl)carbamate (56267-50-6) → thiophen-2-ylamine (616-46-6)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 50 ℃; for 2h;

Reference yield: 91.0%

2-nitrothiophene (609-40-5) → thiophen-2-ylamine (616-46-6)

Guidance literature:

With triethylamine; In water; at 80 ℃; for 4h; chemoselective reaction; Inert atmosphere; Green chemistry;

DOI:10.1039/c4ra01333f

upstream raw materials:

2-thiophenylcarboxylic acid

hydrogenchloride

2-nitrothiophene

tert-butyl (2-thienyl)carbamate

Downstream raw materials:

2-(3-nitro-benzylidene)aminothiophene

methyl 4,7-dihydro-6-methyl-4-(3-nitrophenyl)thieno<2,3-b>pyridine-5-carboxylate

5-<2-acetyl-2-methoxycarbonyl-1-(3-nitrophenyl)>ethyl-2-aminothiophene

2-[2-Methoxycarbonyl-1-(3-nitro-phenyl)-3-oxo-butyl]-6-methyl-4-(3-nitro-phenyl)-4,7-dihydro-thieno[2,3-b]pyridine-5-carboxylic acid methyl ester

Refernces

Condensed thienopyrimidine derivatives. Part 20: Synthesis and neurotropic activity of a series of new pyrano[4′,3′:4,5]thieno[3,2-e]imidazolidino-[2,1-b]pyrimidines

10.1023/A:1015384228176

The research aims to develop and investigate the neurotropic and antiamnesic properties of a new series of pyranothienoimidazolidinopyrimidines. The study involves the synthesis of these compounds through a series of chemical reactions, starting with 2-aminothiophene and using reagents such as allylisothiocyanate, potassium hydroxide, and methyl iodide. The synthesized compounds, specifically compounds V and VI, were tested for their pharmacological properties, including anticonvulsant, tranquilizer, and myorelaxant effects. The results showed that these compounds effectively reduced corazole-induced convulsions and exhibited a higher protection index compared to reference drugs like phenobarbital and diazepam, indicating their potential for higher selectivity and lower toxicity. The study concludes that the newly synthesized compounds may have therapeutic potential in neurotropic and antiamnesic applications.

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