5-Diazoimidazole-4-carboxamide

Base Information

• Chemical Name: 5-Diazoimidazole-4-carboxamide
• CAS No.: 7008-85-7
• Deprecated CAS: 22135-88-2,17896-06-9
• Molecular Formula: C4H3 N5 O
• Molecular Weight: 137.101
• Hs Code.: 2933290000
• European Community (EC) Number: 230-284-3
• UNII: XLJ646260P
• DSSTox Substance ID: DTXSID10939135,DTXSID70949098
• Wikidata: Q27293892
• Mol file: 7008-85-7.mol

Synonyms:5-diazoimidazole-4-carboxamide;diazo-IC

Chemical Property of 5-Diazoimidazole-4-carboxamide

Chemical Property:

• Melting Point: 205-2100C (dec)
• Refractive Index: 1.8000 (estimate)
• Boiling Point: 251.91°C (rough estimate)
• PSA: 105.20000
• Density: 1.5530 (rough estimate)
• LogP: -1.76454
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Sparingly), Methanol (Slightly, Heated, Sonicated), Water (Slightly, Heate
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 137.03375974
• Heavy Atom Count: 10
• Complexity: 282

Purity/Quality:

99% ^*data from raw suppliers

5-Diazoimidazole-4-carboxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=NC(=[N+]=[N-])C(=N1)C(=O)N
• Uses: Temozolomide USP Related Compound A

Technology Process of 5-Diazoimidazole-4-carboxamide

There total 5 articles about 5-Diazoimidazole-4-carboxamide 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: 79.0%

5-amino-1H-imidazole-4-carboxamide monohydrochloride (72-40-2) → 5-diazoimidazole-4-carboxamide (7008-85-7)

Guidance literature:

With hydrogenchloride; sodium nitrite; In water; at 0 ℃;

DOI:10.1002/anie.202006725

Reference yield:

5-Aminoimidazole-4-carboxamide (360-97-4) → 5-amino-1H-imidazole-4-carboxamide monohydrochloride (72-40-2) + 5-diazoimidazole-4-carboxamide (7008-85-7)

Guidance literature:

With hydrogenchloride; sodium nitrite; In water;

Reference yield:

5-Aminoimidazole-4-carboxamide (360-97-4) → 5-diazoimidazole-4-carboxamide (7008-85-7)

Guidance literature:

With hydrogenchloride; sodium nitrite; at 0 ℃;

DOI:10.1016/0960-894X(95)00586-I

upstream raw materials:

mitozolomide

5-Aminoimidazole-4-carboxamide

5-amino-1H-imidazole-4-carboxamide monohydrochloride

Downstream raw materials:

5-amino-2-(4carbamoylimidazol-5-ylazo)imidazole-4-carboxamide

2-azahypoxanthine

4-carbamoyl-2-(4-carbamoylimidazol-5-ylazo)imidazolium-5-olate

temozolomide

Refernces

• 1、 Bandolik, Jan J.,Bhatia, Sanil,Borkhardt, Arndt,Hamacher, Alexandra,Hansen, Finn K.,Kassack, Matthias U.,Meiler, Jens,Roatsch, Martin,S?nnichsen, Melf,Sch?ler, Andrea,Schoeder, Clara T.,Sinatra, Laura. "Hydroxamic Acids Immobilized on Resins (HAIRs): Synthesis of Dual-Targeting HDAC Inhibitors and HDAC Degraders (PROTACs)". supporting information. p. 22494 - 22499. Retrieved 2020/10/12.
• 2、 Cousin, David,Zhang, Jihong,Hummersone, Marc G.,Matthews, Charles S.,Frigerio, Mark,Bradshaw, Tracey D.,Stevens, Malcolm F. G.. "Antitumor imidazo[5,1-d]-1,2,3,5-tetrazines: compounds modified at the 3-position overcome resistance in human glioblastoma cell lines". . p. 2332 - 2343. Retrieved 2016/12/18.