Chlorproguanil

Base Information

• Chemical Name: Chlorproguanil
• CAS No.: 537-21-3
• Molecular Formula: C11H16Cl3N5
• Molecular Weight: 288.18
• European Community (EC) Number: 208-660-3
• UNII: 8O3249M729
• DSSTox Substance ID: DTXSID5022807
• Wikipedia: Chlorproguanil
• NCI Thesaurus Code: C79941
• ChEMBL ID: CHEMBL1213553
• Mol file: 537-21-3.mol

Synonyms:chlorproguanil;lapudrine;mono-HCl of chlorproguanil;unspecified HCl of chlorproguanil

Chemical Property of Chlorproguanil

Chemical Property:

• Melting Point: 120-121 °C
• Boiling Point: 426.9°Cat760mmHg
• PKA: 10.77±0.10(Predicted)
• Flash Point: 212°C
• PSA: 83.79000
• Density: 1.4g/cm³
• LogP: 3.91670
• XLogP3: 3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 287.0704509
• Heavy Atom Count: 18
• Complexity: 329

Purity/Quality:

97% ^*data from raw suppliers

CHLORPROGUANIL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)N=C(N)N=C(N)NC1=CC(=C(C=C1)Cl)Cl
• Isomeric SMILES: CC(C)N=C(N)/N=C(\N)/NC1=CC(=C(C=C1)Cl)Cl
• Uses: PROGUANIL HYDROCHLORIDE is an antimalarial agent used in combination with Dapsone (D193250).
• Clinical Use: Malaria chemoprophylaxis
• Drug interactions: Potentially hazardous interactions with other drugs Anticoagulants: effect of warfarin possibly enhanced. Antimalarials: avoid concomitant use with artemether/lumefantrine; increased antifolate effect with pyrimethamine.

Technology Process of Chlorproguanil

There total 8 articles about Chlorproguanil 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:

3-cyano-1-isopropylguanidine (44830-55-9) + 3,4-dichloroaniline hydrochloride (33240-95-8) → chlorproguanil (537-21-3)

Guidance literature:

With 1-ethoxyethanol;

Reference yield:

1-(3,4-dichloro-phenyl)-5-isopropyl-dithiobiuret → chlorproguanil (537-21-3)

Guidance literature:

With ammonia; mercury(II) oxide;

Reference yield:

N-cyano-N'-(3,4-dichloro-phenyl)-guanidine (56147-28-5) + isopropylamine hydrochloride (15572-56-2) → chlorproguanil (537-21-3)

Guidance literature:

With nitrobenzene;

upstream raw materials:

3-cyano-1-isopropylguanidine

3,4-dichloroaniline hydrochloride

N-cyano-N'-(3,4-dichloro-phenyl)-guanidine

isopropylamine hydrochloride

Downstream raw materials:

N-[1-(3,4-dichlorophenyl)-4,5-dioxo-4,5-dihydro-1H-imidazol-2-yl]-N'-isopropylguanidine

N-(3,4-dichlorophenyl)-N'-(1-isopropyl-4,5-dioxoimidazolidin-2-ylidene)guanidine

2-[(3,4-dichlorophenyl)amino]-4-isopropylamino-[1,3,5]-triazine-6-carboxylic acid methyl ester

2-[(3,4-dichlorophenyl)amino]-4-isopropylamino-[1,3,5]-triazine-6-carboxylic acid benzyl ester