Rilmazafone

Base Information

• Chemical Name: Rilmazafone
• CAS No.: 99593-25-6
• Molecular Formula: C21H20Cl2N6O3
• Molecular Weight: 475.334
• UNII: CU3H37T766
• DSSTox Substance ID: DTXSID10244150
• Nikkaji Number: J22.811G
• Wikipedia: Rilmazafone
• Wikidata: Q7334297
• NCI Thesaurus Code: C76944
• Metabolomics Workbench ID: 155856
• ChEMBL ID: CHEMBL2107197
• Mol file: 99593-25-6.mol

Synonyms:1-(2-(2-chlorobenzoyl)-4-chlorophenyl)-5-glycylaminomethyl-3-dimethylaminocarbonyl-1H-1,2,4-triazole hydrochloride;450191-S;rilmazafone;rilmazafone hydrochloride;S 450191;S-450191

 This product is a nationally controlled contraband, and the Lookchem platform doesn't provide relevant sales information.

Chemical Property of Rilmazafone

Chemical Property:

• PKA: 13.13±0.46(Predicted)
• PSA: 123.21000
• Density: 1.45g/cm³
• LogP: 3.17300
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 474.0973939
• Heavy Atom Count: 32
• Complexity: 696

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C(=O)C1=NN(C(=N1)CNC(=O)CN)C2=C(C=C(C=C2)Cl)C(=O)C3=CC=CC=C3Cl
• Description: Rilmazafone is known as one of the 'Japanese benzos' because it was first developed in Japan. It is a substituted heterocyclic 1,2,4 triazole of the class triazolyl benzophenones.Rilmazafone is considered to be a benzodiazepine pro-drug, and in Japan, is used for the short-term treatment of insomnia. Benzodiazepines are scheduled as Prescription Medicines in Schedule 1 of the Medicines Regulations 1984. However, rilmazafone is itself not a benzodiazepine.
• Uses: Rilmazafone is a water-soluble benzodiazepine prodrug that acts as a sedative and hypnotic neuropsychiatric agent.Nishino et al (2008) examined the anxiolytic effect of short-acting benzodiazepine hypnotics, including rilmazafone, in mice using an elevated plus-maze. They concluded that these were more potent, with smaller doses, than diazepam used as a control.Rilmazafone has been considered to have a high potential to influence performance in the equine athlete (Kentucky Horse Racing Commission, 2015).Classification of Rilmazafone

Technology Process of Rilmazafone

There total 6 articles about Rilmazafone 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:

2',5-dichloro-2-(3-dimethylcarbamoyl-5-phthalylglycylaminomethyl-1H-1,2,4-triazol-1-yl)benzophenone (65699-00-5) → 2',5-dichloro-2-(3-dimethylcarbamoyl-5-glycylaminomethyl-1H-1,2,4-triazol-1-yl)benzophenone (99593-25-6)

Guidance literature:

With hydrazine hydrate; In ethanol; for 1h; Heating;

DOI:10.1002/jhet.5570190621

Reference yield:

N,N-dimethyl 2-amino-2-(2-(2-chlorobenzoyl)-5-chlorophenylazo)acetamide (65698-99-9) → 2',5-dichloro-2-(3-dimethylcarbamoyl-5-glycylaminomethyl-1H-1,2,4-triazol-1-yl)benzophenone (99593-25-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) THF, hexamethylphosphoramide, r.t., 4 h, 2) acetic acid, reflux, 1.5 h

2: hydrazine hydrate / ethanol / 1 h / Heating

With hydrazine hydrate; In ethanol;

DOI:10.1002/jhet.5570190621

Reference yield:

C17H15Cl2N3O3 (65698-98-8) → 2',5-dichloro-2-(3-dimethylcarbamoyl-5-glycylaminomethyl-1H-1,2,4-triazol-1-yl)benzophenone (99593-25-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 86 percent / methanol / 96 h / Ambient temperature

2: 1) THF, hexamethylphosphoramide, r.t., 4 h, 2) acetic acid, reflux, 1.5 h

3: hydrazine hydrate / ethanol / 1 h / Heating

With hydrazine hydrate; In methanol; ethanol;

DOI:10.1002/jhet.5570190621

upstream raw materials:

2',5-dichloro-2-(3-dimethylcarbamoyl-5-phthalylglycylaminomethyl-1H-1,2,4-triazol-1-yl)benzophenone

N,N-dimethyl 2-amino-2-(2-(2-chlorobenzoyl)-5-chlorophenylazo)acetamide

C₁₇H₁₅Cl₂N₃O₃

N,N-dimethyl 2-chloro-2-(2-(2-chlorobenzoyl)-5-chlorophenylazo)acetoacetamide