Clamikalant

Base Information

• Chemical Name: Clamikalant
• CAS No.: 158751-64-5
• Molecular Formula: C19H22 Cl N3 O5 S2
• Molecular Weight: 471.986
• UNII: 94301K998R
• DSSTox Substance ID: DTXSID30166522
• Nikkaji Number: J998.851C
• Wikipedia: HMR_1883
• Wikidata: Q5631166
• NCI Thesaurus Code: C77831
• ChEMBL ID: CHEMBL12531
• Mol file: 158751-64-5.mol

Synonyms:clamikalant;HMR 1883;HMR-1883

Chemical Property of Clamikalant

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 156.76000
• Density: 1.356g/cm³
• LogP: 4.57010
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 471.0689409
• Heavy Atom Count: 30
• Complexity: 688

Purity/Quality:

5-Chloro-2-methoxy-N-(4-methoxy-3-(N-(methylcarbamothioyl)sulfamoyl)phenethyl)benzamide 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNC(=S)NS(=O)(=O)C1=C(C=CC(=C1)CCNC(=O)C2=C(C=CC(=C2)Cl)OC)OC

Technology Process of Clamikalant

There total 6 articles about Clamikalant 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: 96.0%

methyl thioisocyanate (556-61-6) + 2-methoxy-5-chloro-N-[5-(1-sulfonylamino-2-methoxyphenyl)-ethyl]-benzamide (158751-78-1) → 1-(5-(2-(5-chloro-2-methoxybenzamido)-ethyl)-2-methoxy-phenylsulfonyl)-3-methylthiourea (158751-64-5)

Guidance literature:

With hydrogenchloride; In N-methyl-acetamide;

Reference yield: 96.0%

→ 1-(5-(2-(5-chloro-2-methoxybenzamido)-ethyl)-2-methoxy-phenylsulfonyl)-3-methylthiourea (158751-64-5)

Guidance literature:

Reference yield:

4-Methoxyphenethylamine (55-81-2) → 1-(5-(2-(5-chloro-2-methoxybenzamido)-ethyl)-2-methoxy-phenylsulfonyl)-3-methylthiourea (158751-64-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 99 percent / pyridine / 1 h / 20 °C

2: ClSO₃H / 3 h / 20 °C

3: aq. NH₃ / acetone / 1 h / 20 °C

4: 92 percent / KOtBu / dimethylformamide / 1 h / 80 °C

With pyridine; chlorosulfonic acid; ammonium hydroxide; potassium tert-butylate; In N,N-dimethyl-formamide; acetone;

DOI:10.1021/jm000985v

upstream raw materials:

methyl thioisocyanate

2-methoxy-5-chloro-N-[5-(1-sulfonylamino-2-methoxyphenyl)-ethyl]-benzamide

4-Methoxyphenethylamine

2-methoxy-5-chlorobenzoyl chloride