Biguanide, 1-(p-chlorophenyl)-, hydrochloride

Base Information

• Chemical Name: Biguanide, 1-(p-chlorophenyl)-, hydrochloride
• CAS No.: 4022-81-5
• Molecular Formula: C₈H₁₀ClN₅*ClH
• Molecular Weight: 248.115
• Hs Code.: 2925290090
• European Community (EC) Number: 623-821-1
• Mol file: 4022-81-5.mol

Synonyms:NSC 79310;Biguanide, 1-(p-chlorophenyl)-, hydrochloride;N-(p-Chlorophenyl) biguanide hydrochloride;BIGUANIDE, 1-(p-CHLOROPHENYL)-, MONOHYDROCHLORIDE;Imidodicarbonimidic diamide, N-(4-chlorophenyl)-, monohydrochloride;[N'-(4-chlorophenyl)carbamimidoyl]-(diaminomethylidene)azanium;chloride;N-(4-Chlorophenyl)-imidocarbonimidic diamide monohydrochloride;LS-43877;A824990;[(E)-amino-[amino-(4-chlorophenyl)iminomethyl]iminomethyl]ammonium chloride;[(E)-N'-[N'-(4-chlorophenyl)carbamimidoyl]carbamimidoyl]azanium chloride

Chemical Property of Biguanide, 1-(p-chlorophenyl)-, hydrochloride

Chemical Property:

• Vapor Pressure: 1.78E-07mmHg at 25°C
• Melting Point: 239-242 °C(lit.)
• Boiling Point: 426.4 °C at 760 mmHg
• Flash Point: 211.7 °C
• PSA: 97.78000
• LogP: 3.33540
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive.: Hygroscopic
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 247.0391508
• Heavy Atom Count: 15
• Complexity: 238

Purity/Quality:

99%, ^*data from raw suppliers

1-(4-Chlorophenyl)biguanideHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1N=C(N)[NH+]=C(N)N)Cl.[Cl-]
• Uses: 1-(4-Chlorophenyl)biguanide is a guanide derivative that can inhibit significantly dihydrofolate reductase (DHFR).

Technology Process of Biguanide, 1-(p-chlorophenyl)-, hydrochloride

There total 2 articles about Biguanide, 1-(p-chlorophenyl)-, hydrochloride 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: 94.0%

4-chloro-aniline (106-47-8) + N-Cyanoguanidine (127099-85-8,780722-26-1,461-58-5) → 1-(4-chlorophenyl)biguanide hydrochloride (4022-81-5,55307-40-9)

Guidance literature:

With hydrogenchloride; In water; iso-butanol; for 24h;

DOI:10.1002/cmdc.201800554

Reference yield: 30.0%

→ 1-(4-chlorophenyl)biguanide hydrochloride (4022-81-5,55307-40-9)

Guidance literature:

In butan-1-ol; for 15h; Reflux;

Reference yield: 85.0%

1-(4-chlorophenyl)biguanide hydrochloride (4022-81-5,55307-40-9) + hexyl-methyl-ketone (111-13-7) → 1-(4'-chlorophenyl)-2-hexyl-2-methyl-4,6-diamino-1,2-dihydro-1,3,5-triazine hydrochloride

Guidance literature:

With hydrogenchloride; Triethyl orthoacetate; In methanol; at 20 ℃;

DOI:10.1081/SCC-120005415

upstream raw materials:

4-chloro-aniline

N-Cyanoguanidine

Downstream raw materials:

chlorazanil

6-ethyl-N-(4-chloro-phenyl)-[1,3,5]triazine-2,4-diamine

1-[4-amino-6-(4-chloro-anilino)-[1,3,5]triazin-2-yl]-propan-2-one

N-(4-chloro-phenyl)-N'-(4-methyl-6-oxo-1,6-dihydro-pyrimidin-2-yl)-guanidine

Refernces

• 1、 Obianom, Obinna N.,Coutinho, Ana L.,Yang, Wei,Yang, Hong,Xue, Fengtian,Shu, Yan. "Incorporation of a Biguanide Scaffold Enhances Drug Uptake by Organic Cation Transporters 1 and 2". . p. 2726 - 2739. Retrieved 2017/08/14.
• 2、 Maarouf, Azza R.,Farahat, Abdelbasset A.,Selim, Khalid B.,Eisa, Hassan M.. "Synthesis and antiviral activity of benzimidazolyl-and triazolyl-1,3,5- triazines". scheme or table. p. 703 - 710. Retrieved 2012/09/22.