55-57-2

Basic information

• Product Name: 1-PHENYLBIGUANIDE HYDROCHLORIDE
• Synonyms: 1-phenyl-biguanidmonohydrochloride;n’-phenylbiguanidemonohydrochloride;n-phenyl-imidodicarbonimidicdiamidemonohydrochloride;n-phenyl-imidodicarbonimidicdiamidmonohydrochloride;phenylbiguanidemonohydrochloride;1-PHENYLBIGUANIDE HYDROCHLORIDE;1-PHENYLBIGUANIDE MONOHYDROCHLORIDE;PHENYL BIGUANIDE HCL
• CAS NO: 55-57-2
• Molecular Formula: C₈H₁₂N₅*Cl
• Molecular Weight: 213.67
• EINECS: 200-239-2
• Product Categories: Guanidines;Nitrogen Compounds;Organic Building Blocks
• Mol File: 55-57-2.mol
• Article Data: 3

Chemical Properties

• Melting Point: 244-247 °C(lit.)
• Boiling Point: 388.4°Cat760mmHg
• Flash Point: 188.7°C
• Appearance: /
• Density: 1.33g/cm³
• Vapor Pressure: 3.08E-06mmHg at 25°C
• Storage Temp.: Store at RT
• Solubility: DMSO (Slightly, Sonicated), Water (Slightly, Sonicated)
• Stability: Hygroscopic
• CAS DataBase Reference: 1-PHENYLBIGUANIDE HYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-PHENYLBIGUANIDE HYDROCHLORIDE(55-57-2)
• EPA Substance Registry System: 1-PHENYLBIGUANIDE HYDROCHLORIDE(55-57-2)

Safety Data

• WGK Germany: 3
• RTECS: DU2550000
• Hazardous Substances Data: 55-57-2(Hazardous Substances Data)

Usage

Uses

1-Phenylbiguanide Hydrochloride is a SR-3 agonist. Possesses cardiovascular effects in anesthetized dogs.

Safety Profile

Poison by intraperitoneal route. Moderately toxic by ingestion.When heated to decomposition it emits very toxic fumes of HCl and NOx.

InChI:InChI=1/C8H11N5.ClH/c9-7(10)13-8(11)12-6-4-2-1-3-5-6;/h1-5H,(H6,9,10,11,12,13);1H

Upstream product

• 142-04-1 aniline hydrochloride 
• 127099-85-8 N-Cyanoguanidine 
• 127099-85-8 dicyandiamide 
• 62-53-3 aniline 

Downstream Products

• 100139-27-3 6-(1-methoxy-ethyl)-N²-phenyl-[1,3,5]triazine-2,4-diyldiamine 
• 18824-43-6 N-carbamimidoyl-N'-phenyl-urea 
• 41282-85-3 N²,6-diphenyl-1,3,5-triazine-2,4-diamine 
• 97376-33-5 4,6-diamino-1,2-dihydro-1,2-diphenyl-1,3,5-triazine hydrochloride 
• 22305-30-2 6-pentadecyl-N²-phenyl-1,3,5-triazine-2,4-diamine 
• 102-02-3 1-phenylbiguanide 
• 3094-49-3 6-(perfluoropropyl)-N²-phenyl-1,3,5-triazine-2,4-diamine 
• 99057-05-3 4-amino-6-(phenylamino)-1,3,5-triazine-2-carbohydrazide 
• 99845-00-8 methyl 4-amino-6-(phenylamino)-1,3,5-triazine-2-carboxylate 
• 1269527-17-4 6-[(5-methyl-1H-benzo[d]imidazol-2-ylthio)methyl]-N₂-phenyl-1,3,5-triazine-2,4-diamine 
• 897284-00-3 6-[(1H-benzo[d]imidazol-2-ylthio)methyl]-N₂-phenyl-1,3,5-triazine-2,4-diamine 

Relevant articles and documents

Structural Insights into the Development of Cycloguanil Derivatives as Trypanosoma brucei Pteridine-Reductase-1 Inhibitors

Cycloguanil is a known dihydrofolate-reductase (DHFR) inhibitor, but there is no evidence of its activity on pteridine reductase (PTR), the main metabolic bypass to DHFR inhibition in trypanosomatid parasites. Here, we provide experimental evidence of cycloguanil as an inhibitor of Trypanosoma brucei PTR1 (TbPTR1). A small library of cycloguanil derivatives was developed, resulting in 1 and 2a having IC50 values of 692 and 186 nM, respectively, toward TbPTR1. Structural analysis revealed that the increased potency of 1 and 2a is due to the combined contributions of hydrophobic interactions, H-bonds, and halogen bonds. Moreover, in vitro cell-growth-inhibition tests indicated that 2a is also effective on T. brucei. The simultaneous inhibition of DHFR and PTR1 activity in T. brucei is a promising new strategy for the treatment of human African trypanosomiasis. For this purpose, 1,6-dihydrotriazines represent new molecular tools to develop potent dual PTR and DHFR inhibitors.

Synthesis and antiviral activity of benzimidazolyl-and triazolyl-1,3,5- triazines

A novel series of 1,3,5-triazine analogs was successfully synthesized through conjugation with benzimidazole or 1,2,4-triazole derivatives via a methylenethio linker. The new analogs were in vitro evaluated against HSV-1 in Vero cells; among these analogs, two compounds exhibited good effect in inhibiting HSV-1 replication (for compound 5p: EC50 = 3.5 μg/ml, SI = 358; for compound 5r: EC50 = 5.0 μg/ml, SI = 300) in comparison to acyclovir. Springer Science+Business Media, LLC 2011.