N-Nitrosocimetidine

Base Information

• Chemical Name: N-Nitrosocimetidine
• CAS No.: 73785-40-7
• Molecular Formula: C₁₀H₁₅N₇OS*H₂O
• Molecular Weight: 299.357
• DSSTox Substance ID: DTXSID7021025
• Nikkaji Number: J156.685G
• Mol file: 73785-40-7.mol

Synonyms:nitrosocimetidine

Chemical Property of N-Nitrosocimetidine

Chemical Property:

• Vapor Pressure: 6.75E-10mmHg at 25°C
• Refractive Index: 1.7400 (estimate)
• Boiling Point: 493.9°C at 760 mmHg
• Flash Point: 252.5°C
• PSA: 134.83000
• Density: 1.36g/cm³
• LogP: 1.38208
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 281.10587930
• Heavy Atom Count: 19
• Complexity: 366

Purity/Quality:

99% ^*data from raw suppliers

NITROSOCIMETIDINE 95.00% ^*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)N(C)N=O

Technology Process of N-Nitrosocimetidine

There total 4 articles about N-Nitrosocimetidine 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: 85.0%

Cimetidine (51481-61-9,76181-71-0,270574-63-5,785731-92-2,752934-25-1) → N-nitrosocimetidine monohydrate (73785-40-7)

Guidance literature:

With sodium nitrite; In hydrogenchloride; at 0 ℃; for 1h;

DOI:10.1021/jo00323a049

Reference yield: 81.0%

cimetidine (51481-61-9,76181-71-0,270574-63-5,785731-92-2,752934-25-1) → nitrosocimetidine (73785-40-7)

Guidance literature:

With hydrogenchloride; potassium dihydrogenphosphate; sodium nitrite; at 5 ℃; for 0.5h; pH 3;

DOI:10.1021/ja00312a037

Reference yield: 47.5%

Cimetidine (51481-61-9,76181-71-0,270574-63-5,785731-92-2,752934-25-1) → N-cyano-N'-methyl-N''-<2-((5-methyl-1H-imidazol-4-yl)methylthio)ethyl>-N''-nitrosoguanidine (87602-17-3) + N-cyano-N'-methyl-N''-<2-((5-methyl-1H-imidazol-4-yl)methylthio)-ethyl>-N'-nitrosoguanidine (73785-40-7)

Guidance literature:

With hydrogenchloride; sodium nitrite; In water; at 37 - 38 ℃; for 4h; Product distribution; var. nitrosation conditions: pH, conc. of educt and reagents and reaction time;

DOI:10.1139/v83-303

upstream raw materials:

nitrosocimetidine nitrate

Cimetidine

cimetidine

Refernces

• 1、 Abou-Gharbia, Magid A.,Pylypiw, Harry,Harrington, George W.,Swern, Daniel. "Synthesis of N-Nitrosocimetidine Hydrate and Nitrate and Tritium-Labeling Studies". . p. 2193 - 2194. Retrieved 1981.