1-Cyano-2-methyl-3-(2-(((5-methyl-1H-imidazol-4-yl)methyl)thio)ethyl)isothiourea

Base Information

• Chemical Name: 1-Cyano-2-methyl-3-(2-(((5-methyl-1H-imidazol-4-yl)methyl)thio)ethyl)isothiourea
• CAS No.: 52378-40-2
• Molecular Formula: C₁₀H₁₅N₅S₂
• Molecular Weight: 269.395
• European Community (EC) Number: 257-889-5
• DSSTox Substance ID: DTXSID50200396
• Nikkaji Number: J295.652G
• Mol file: 52378-40-2.mol

Synonyms:52378-40-2;EINECS 257-889-5;1-Cyano-2-methyl-3-(2-(((5-methyl-1H-imidazol-4-yl)methyl)thio)ethyl)isothiourea;methyl N-cyano-N'-[2-[(5-methyl-1H-imidazol-4-yl)methylsulfanyl]ethyl]carbamimidothioate;EC 257-889-5;N-Cyano-N'-[2-[(4-methyl-5-imidazolyl)methylthio]ethyl]-S-methylisothiourea;(E)-methyl N'-cyano-N-(2-(((5-methyl-1H-imidazol-4-yl)methyl)thio)ethyl)carbamimidothioate;N-Cyano-N'-2-[(5-methyl-1H-imidazol-4-yl)methylthio]ethyl-S-methylisothiourea;C10H15N5S2;C10-H15-N5-S2;1-cyano-2-methyl-3-[2-[[(5-methyl-1H-imidazol-4-yl)methyl]thio]ethyl]isothiourea;3-Cyano-2-methyl-1-[2-[[(5-methyl-1H-imidazol-4-yl)methyl]sulphanyl]ethyl]isothiourea;methyl N'-cyano-N-[2-[(5-methyl-1H-imidazol-4-yl)methylsulfanyl]ethyl]carbamimidothioate;N-cyano-N'-[2-((4-methyl-5-imidazolyl)methylthio)ethyl]-S-methyl isothiourea;N-cyano-N'-[2-((4-methyl-5-imidazolyl)methylthio)ethyl]-S-methylisothiourea;N-cyano-N'-[2-((5-methyl-4-imidazolyl)methylthio)ethyl]-S-methylisothiourea;N-cyano-N'-{2-[(4-methyl-5-imidazolyl)methylthio]ethyl}-S-methyl isothiourea;N-cyano-N'-{2-[(4-methyl-5-imidazolyl)methylthio]ethyl}-S-methylisothiourea;N-cyano-N'-{2-[(5-methyl-4-imidazolyl)methylthio]ethyl}-S-methylisothiourea;VatRed14;Cimetidine EP Impurity A;SCHEMBL9639217;DTXSID50200396;AKOS015964327;CS-O-13281;FT-0698527;A829051;N-cyano-N'-[2((4-methyl-5-imidazolyl)methylthio)ethyl]-S-methylisothiourea;N-Cyano-N'-[2-((4-methyl-5-imidazolyl)methylthio)ethyl]S-methylisothiourea;N-cyano-N'-[2-(5-methyl-4-imidazolylmethylthio)-ethyl]-S-methylisothiourea;N-cyano-N'-[2-(5-methyl-4-imidazolylmethylthio)ethyl]-S-methylisothiourea;N-cyano-N'[2-((4-methyl-5-imidazolyl)methylthio)ethyl]S-methylisothiourea;N-cyano-S-methyl-N'-[2-(5-methylimidazol-4-ylmethylthio)ethyl]isothiourea;1-cyano-2-methyl-3-[2-[(5-methyl-1H-imidazol-4-yl)methylsulfanyl]ethyl]isothiourea;2-Methyl-1-cyano-3-[2-[[(5-methyl-1H-imidazol-4-yl)methyl]thio]ethyl]isothiourea;N-cyano-N' -{2-[(5-methyl-4-imidazolyl)methylthio]ethyl}-S-methylisothiourea;N-cyano-N'- [2-((4-methyl-5-imidazolyl)methylthio)ethyl]-S-methyl isothiourea;N-cyano-N'-[2-((4-methyl-5-imidazolyl)-methylthio)ethyl]-S-methylisothiourea;N-cyano-N'-[2-((4-methyl-5-imidazolyl)methylthio)-ethyl]-S-methylisothiourea;N-cyano-N'-[2-((5-methyl-4-imidazolyl)-methylthio)ethyl]-S-methylisothiourea;N-Cyano-N'-[2-(4-methyl-5-imidazolyl)methylthio]etheyl -S-methylisothiourea;N-cyano-N'-{2-[(5-methylimidazole-4-yl)-methylthio]-ethyl}-S-methylisothiourea;N-cyano-N-'-[2-((4-methyl-5-imidazolyl)methylthio)ethyl]-S-methylisothiourea;N-cyano-N'-(2-{[(5-methyl-1H-imidazol-4-yl)methyl]sulfanyl}ethyl)(methylsulfanyl)methanimidamide

Chemical Property of 1-Cyano-2-methyl-3-(2-(((5-methyl-1H-imidazol-4-yl)methyl)thio)ethyl)isothiourea

Chemical Property:

• Vapor Pressure: 3.44E-10mmHg at 25°C
• Melting Point: 148-150℃
• Refractive Index: 1.645
• Boiling Point: 501.5 °C at 760 mmHg
• PKA: 14.11±0.10(Predicted)
• Flash Point: 257.1 °C
• PSA: 136.69000
• Density: 1.29g/cm³
• LogP: 2.06758
• Storage Temp.: Amber Vial, -20°C Freezer, Under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 269.07688785
• Heavy Atom Count: 17
• Complexity: 298

Purity/Quality:

99% ^*data from raw suppliers

N-Cyano-N’-[2-[(4-methyl-5-imidazolyl)methylthio]ethyl]-S-methylisothiourea ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(N=CN1)CSCCN=C(NC#N)SC
• Uses: N-Cyano-N’-[2-[(4-methyl-5-imidazolyl)methylthio]ethyl]-S-methylisothiourea (Cimetidine EP Impurity A) is a Cimetidine (C441650) related impurity. Cimetidine (C441650), a competitive histamine H2-receptor antagonist which inhibits gastric acid secretion and reduces pepsin output. Also used in the preparation of histamine H2 receptor antagonists.

Technology Process of 1-Cyano-2-methyl-3-(2-(((5-methyl-1H-imidazol-4-yl)methyl)thio)ethyl)isothiourea

There total 11 articles about 1-Cyano-2-methyl-3-(2-(((5-methyl-1H-imidazol-4-yl)methyl)thio)ethyl)isothiourea 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: 87.0%

2-[((5-methyl-1H-imidazol-4-yl)methyl)thio]ethanamine dihydrochloride (38603-72-4,65197-95-7,72500-47-1) + dimethyl N-cyanodithioiminocarbonate (10191-60-3) → N-Cyano-N'-<2-<(5(4)-methyl-4(5)-imidazolyl)-methylthio>-ethyl>-S-methyl-isothioharnstoff (52378-40-2,112528-12-8,112528-13-9)

Guidance literature:

With triethylamine; In methanol; water; for 15h; Ambient temperature;

Reference yield: 86.0%

2-[((5-methyl-1H-imidazol-4-yl)methyl)thio]ethanamine dihydrochloride (38603-72-4,65197-95-7,72500-47-1) + dimethyl N-cyanodithioiminocarbonate (10191-60-3) → N-cyano-S-methyl-N'-<2-<<(5-methyl-1H-imidazol-4-yl)methyl>thio>ethyl>isothiourea (52378-40-2,112528-12-8,112528-13-9)

Guidance literature:

With sodium hydroxide; In ethanol; for 8h; Ambient temperature;

DOI:10.1002/ardp.19873200613

Reference yield: 82.0%

dimethyl N-cyanodithioiminocarbonate (10191-60-3) + 4-{[(2-aminoethyl)thio]methyl}-5-methylimidazole (38585-67-0) → N-cyano-S-methyl-N'-<2-<<(5-methyl-1H-imidazol-4-yl)methyl>thio>ethyl>isothiourea (52378-40-2,112528-12-8,112528-13-9)

Guidance literature:

In ethanol; for 15h; Ambient temperature;

upstream raw materials:

2-[((5-methyl-1H-imidazol-4-yl)methyl)thio]ethanamine dihydrochloride

dimethyl N-cyanodithioiminocarbonate

4-{[(2-aminoethyl)thio]methyl}-5-methylimidazole

4-methyl-5-<(2-aminoethyl)-thiomethyl>-imidazole

Downstream raw materials:

N-Cyano-N'-<2-<(5(4)-methyl-4(5)-imidazolyl)-methylthio>-ethyl>-guanidin

Cimetidine

N-Cyano-N'-[2-((4-methyl-5-imidazolyl)methylthio)ethyl]-guanidine

cimetidine

Refernces

• 1、 Bonjean,Schunack. "H2-Antihistaminics, XXXV: Synthesis and H2-antagonistic activity of imidazolylmethylthioalkyl-substituted 1,2,4-triazoles". . p. 554 - 562. Retrieved 2007/10/02.
• 2、 Buschauer,Postius,Szelenyi,Schunack. "Isohistamines and homologues as components of H2-antagonists. 22nd Comm.: H2-antihistaminics". . p. 1025 - 1029. Retrieved 2007/10/02.