Pyrazine-2-carbothioamide

Base Information

• Chemical Name: Pyrazine-2-carbothioamide
• CAS No.: 4604-72-2
• Molecular Formula: C5H5N3S
• Molecular Weight: 139.181
• Hs Code.: 2933990090
• European Community (EC) Number: 662-901-0
• NSC Number: 18377
• UNII: JI046KHA6S
• DSSTox Substance ID: DTXSID00196699
• Nikkaji Number: J51.188I
• ChEMBL ID: CHEMBL2441350
• Mol file: 4604-72-2.mol

Synonyms:pyrazine-2-carbothioamide;4604-72-2;Pyrazinecarbothioamide;Thiopyrazinamide;Pyrazine-2-thiocarboxamide;Pyrazinecarboxamide, thio-;2-Pyrazinecarbothioamide;2-Pyrazinethiocarboxamide;Pyrazinecarboxylic acid thioamide;Pyrazine-2-thio Carboxamide;C5H5N3S;Pyrazinethiocarboxamide;NSC 18377;BRN 0002638;JI046KHA6S;CHEMBL2441350;NSC18377;NSC-18377;5-25-04-00191 (Beilstein Handbook Reference);pyrazine carbothioamide;Pyrazine thiocarboxamide;UNII-JI046KHA6S;WLN: T6N DNJ BYZUS;SCHEMBL1459989;DTXSID00196699;LIURPUMROGYCLW-UHFFFAOYSA-N;Pyrazine-2-thiocarboxamide, 97%;C5-H5-N3-S;BDBM50495380;MFCD00173663;STL301980;AKOS005174561;AS-19810;LS-127583;BB 0216583;CS-0187785;FT-0635371;EN300-51390;D94778;J-524075;F2147-0547;Z234895463

Chemical Property of Pyrazine-2-carbothioamide

Chemical Property:

• Vapor Pressure: 0.00178mmHg at 25°C
• Melting Point: 200 °C
• Refractive Index: 1.677
• Boiling Point: 292.9 °C at 760 mmHg
• PKA: 11.35±0.29(Predicted)
• Flash Point: 131 °C
• PSA: 83.89000
• Density: 1.358 g/cm³
• LogP: 0.81110
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: Soluble in organic solvents, ethanol, DMSO.
• XLogP3: 0
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 139.02041835
• Heavy Atom Count: 9
• Complexity: 115

Purity/Quality:

98%,99%, ^*data from raw suppliers

Pyrazine-2-carbothioamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 22-41-43
• Safety Statements: 26-36/39

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CN=C(C=N1)C(=S)N

Technology Process of Pyrazine-2-carbothioamide

There total 5 articles about Pyrazine-2-carbothioamide 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: 72.0%

pyrazinamide (98-96-4) → pyrazine-2-carbothioamide (4604-72-2)

Guidance literature:

With Lawessons reagent; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1021/ml400239a

Reference yield:

2-pyrazine carbonitrile (19847-12-2) → pyrazine-2-carbothioamide (4604-72-2)

Guidance literature:

With ethanol; hydrogen sulfide; ammonia;

DOI:10.1021/ja01134a045

Reference yield:

2-pyrazylcarboxylic acid (98-97-5) → pyrazine-2-carbothioamide (4604-72-2)

Guidance literature:

Multi-step reaction with 3 steps

1: thionyl chloride / chloroform / 8 h / Reflux

2: ammonium hydroxide / tetrahydrofuran / 2 h / 20 °C

3: Lawessons reagent / tetrahydrofuran / Reflux

With Lawessons reagent; ammonium hydroxide; thionyl chloride; In tetrahydrofuran; chloroform;

DOI:10.1016/j.bmcl.2012.12.065

upstream raw materials:

2-pyrazine carbonitrile

pyrazinamide

2-pyrazylcarboxylic acid

pyrazinoyl chloride

Downstream raw materials:

2-[4,5-Bis-(4-methoxy-phenyl)-thiazol-2-yl]-pyrazine

4-methoxy-5-(4-nitrophenyl)-2-(pyrazin-2-yl)thiazole

4-[4-methoxy-2-(pyrazin-2-yl)thiazol-5-yl]aniline

4-[4-methoxy-2-(pyrazin-2-yl)thiazol-5-yl]-N,N-diphenylaniline

Refernces

• 1、 -. "C-TERMINAL SRC KINASE INHIBITORS". Paragraph 179. . Retrieved 2020/07/14.
• 2、 Martelli, Alma,Testai, Lara,Citi, Valentina,Marino, Alice,Pugliesi, Isabella,Barresi, Elisabetta,Nesi, Giulia,Rapposelli, Simona,Taliani, Sabrina,Da Settimo, Federico,Breschi, Maria C.,Calderone, Vincenzo. "Arylthioamides as H2S donors: L-cysteine-activated releasing properties and vascular effects in vitro and in vivo". supporting information. p. 904 - 908. Retrieved 2013/10/22.