Simtrazene

Base Information

• Chemical Name: Simtrazene
• CAS No.: 5579-27-1
• Molecular Formula: C14H16 N4
• Molecular Weight: 240.308
• NSC Number: 86491,83799
• UNII: HSD1XP51CR
• DSSTox Substance ID: DTXSID701014451
• Nikkaji Number: J7.998G
• Wikidata: Q27280074
• NCI Thesaurus Code: C73242
• ChEMBL ID: CHEMBL2105449
• Mol file: 5579-27-1.mol

Synonyms:Simtrazene;Centrazene;5579-27-1;CL 26193;Simtrazenum;Sintraceno;2-Tetrazene, 1,4-dimethyl-1,4-diphenyl-;1,4-Dimethyl-1,4-diphenyl-2-tetrazene;Simtrazene [USAN:INN];Simtrazenum [INN-Latin];UNII-HSD1XP51CR;1,4-Dimethyl-1,4-diphenyltetrazene;NSC-83799;NSC-86491;HSD1XP51CR;Sintraceno [INN-Spanish];CL-26193;NSC83799;NSC86491;NSC 83799;NSC 86491;AI3-50771;2-Tetrazene,4-dimethyl-1,4-diphenyl-;N-methyl-N-[(E)-(N-methylanilino)diazenyl]aniline;SIMTRAZENE [INN];Simtrazene (USAN/INN);SIMTRAZENE [USAN];SCHEMBL4971;CHEMBL2105449;DTXSID701014451;AKOS040754032;1,4-Dimethyl-1, 4-diphenyl-2-tetrazene;N-methyl-N-(methyl-phenylamino)diazenylaniline;D05843;N-methyl-N-[(E)-(N-methylanilino)azo]aniline;Q27280074

Chemical Property of Simtrazene

Chemical Property:

• Vapor Pressure: 0.000147mmHg at 25°C
• Boiling Point: 332.3°Cat760mmHg
• Flash Point: 154.8°C
• PSA: 31.20000
• Density: 1.04g/cm³
• LogP: 3.54140
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 240.137496527
• Heavy Atom Count: 18
• Complexity: 229

Purity/Quality:

99%min ^*data from raw suppliers

SIMTRAZENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C1=CC=CC=C1)N=NN(C)C2=CC=CC=C2
• Isomeric SMILES: CN(C1=CC=CC=C1)/N=N/N(C)C2=CC=CC=C2
• Uses: Antineoplastic.

Technology Process of Simtrazene

There total 54 articles about Simtrazene 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: 16.0%

acetone methylphenylhydrazone (3741-86-4) → N-methyl-N-nitrosoaniline (614-00-6) + 1,4-dimethyl-1,4-diphenyl-2-tetrazine (5579-27-1)

Guidance literature:

With N-benzoylperoxycarbamic acid; In chloroform; for 0.5h;

DOI:10.1016/S0040-4020(01)86210-4

Reference yield:

N-methylaniline (100-61-8) + benzyl N-(4-methoxybenzoyloxy)benzohydroxamate (220168-41-2) → benzoic acid benzyl ester (120-51-4) + 4-methoxybenzoic acid (100-09-4) + 1,4-dimethyl-1,4-diphenyl-2-tetrazine (5579-27-1)

Guidance literature:

In d⁽⁴⁾-methanol; at 34.85 ℃; Further Variations:; Temperatures; Kinetics; Activation energy;

Reference yield:

1-Methyl-1-phenylhydrazine (618-40-6) + diethylazodicarboxylate (1972-28-7,218603-74-8) → diethyl hydrazodicarboxylate (4114-28-7) + Phenyl azide (622-37-7) + 1,4-dimethyl-1,4-diphenyl-2-tetrazine (5579-27-1)

Guidance literature:

upstream raw materials:

3-methyl-3-phenyl-1-(toluene-4-sulfonyl)-triazene

1-Methyl-1-phenylhydrazine

p-benzoquinone

diethyl ether

Downstream raw materials:

N-methylaniline

N-methyl-N-nitrosoaniline

N,N'-dimethyl-N,N'-diphenyl-hydrazine

Refernces

• 1、 Cavanagh, Katie L.,Glover, Stephen A.,Price, Helen L.,Schumacher, Rhiannon R.. "SN2 substitution reactions at the amide nitrogen in the anomeric mutagens, N-acyloxy-N-alkoxyamides". scheme or table. p. 700 - 710. Retrieved 2010/02/16.
• 2、 Campbell, John J.,Glover, Stephen A.. "Bimolecular Reactions of Mutagenic N-Acetoxy-N-alkoxybenzamides and N-Methylaniline". . p. 1661 - 1663. Retrieved 2007/10/02.