1527-91-9

Basic information

• Product Name: N-PHENYLBENZAMIDINE
• Synonyms: N-PHENYLBENZAMIDINE;N1-PHENYLBENZENE-1-CARBOXIMIDAMIDE;N1-Phenylbenzamidine;N-phenylbenzenecarbimidamide;N-Phenylbenzenecarboximidamide
• CAS NO: 1527-91-9
• Molecular Formula: C₁₃H₁₂N₂
• Molecular Weight: 196.25
• EINECS: -0
• Mol File: 1527-91-9.mol
• Article Data: 85

Chemical Properties

• Melting Point: 117 °C
• Boiling Point: 346.3 °C at 760 mmHg
• Flash Point: 163.3 °C
• Appearance: /
• Density: 1.05 g/cm³
• Vapor Pressure: 5.8E-05mmHg at 25°C
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 8.02±0.50(Predicted)
• Sensitive: Hygroscopic
• BRN: 608471
• CAS DataBase Reference: N-PHENYLBENZAMIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: N-PHENYLBENZAMIDINE(1527-91-9)
• EPA Substance Registry System: N-PHENYLBENZAMIDINE(1527-91-9)

Safety Data

• Hazard Codes: Xi:Irritant
• Statements: R36/37/38:Irritating to eyes, respiratory system and skin.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S36:Wear suitable prot
• Hazardous Substances Data: 1527-91-9(Hazardous Substances Data)

Usage

General Description

N-Phenylbenzamidine is a chemical compound that belongs to the class of organic compounds known as anilides. It is a white crystalline solid that is commonly used as a reagent in organic synthesis and as an inhibitor of trypsin-like serine proteases. N-Phenylbenzamidine is also a known inhibitor of the enzyme thrombin and is used in research and medical laboratories for its anticoagulant properties. It is important to handle N-Phenylbenzamidine with caution as it is considered a hazardous chemical and can cause skin and eye irritation, as well as respiratory and digestive issues if ingested or inhaled.

InChI:InChI=1/C13H12N2/c14-13(11-7-3-1-4-8-11)15-12-9-5-2-6-10-12/h1-10H,(H2,14,15)/p+1

Upstream product

• 93-98-1 N-phenyl benzoyl amide 
• 2556-46-9 N,N'-diphenylbenzamidine 
• 19402-64-3 ammonium benzenesulfonate 
• 614-28-8 N-benzoylbenzamide 
• 142-04-1 aniline hydrochloride 
• 3488-57-1 N-phenylbenzamidoxime 
• 100-47-0 benzonitrile 
• 4484-20-2 aniline benzenesulfonate 
• 62-53-3 aniline 
• 16776-73-1 N-benzoyl-benzamidine 
• 2227-79-4 benzenecarbothioamide 
• 622-34-4 1-phenylcyanamide 
• 13909-34-7 N-benzylidenephenylsulfonamide 
• 23879-26-7 1-phenyl-4-dimethylamino-2-phenyl-1,3-diazabutadiene 

Downstream Products

• 85615-99-2 1-(4-methylphenyl)-3-phenyl-1λ⁴,2,4-benzothiadiazine 
• 3488-57-1 N-phenylbenzamidoxime 
• 636-04-4 N-Phenylbenzothioamide 
• 7664-41-7 ammonia 
• 62-53-3 aniline 
• 2227-79-4 benzenecarbothioamide 
• 475595-54-1 ethyl 4-hydroxy-1,2-diphenyl-4,5-dihydro-1H-imidazole-4-carboxylate 
• 909530-83-2 4-(1,1,1,1,1-pentacarbonyl-1-tungsta)-1,2,6-triphenyl-1,4-dihydropyrimidine 
• 909530-82-1 4-(1,1,1,1,1-pentacarbonyl-1-chroma)-1,2,6-triphenyl-1,4-dihydropyrimidine 
• 2622-67-5 1,2-diphenyl-1H-benzoimidazole 
• 67628-28-8 4-(1,2,5-triphenyl-4,5-dihydro-1H-imidazol-4-yl)-morpholine 
• 89646-93-5 trans-1,2,5-triphenyl-4-hydroxy-4,5-dihydro-1H-imidazole 
• 89646-92-4 4-(5-Pentyl-1,2-diphenyl-4,5-dihydro-1H-imidazol-4-yl)-morpholine 
• 89646-86-6 1-(1,2,5-Triphenyl-4,5-dihydro-1H-imidazol-4-yl)-piperidine 

Relevant articles and documents

Synthesis of 1,2,4,5-tetrasubstituted imidazoles and 2,4,5,6-tetrasubstituted pyrimidines: three-component, the one-pot reaction of arylamidines, malononitrile, and arylglyoxals or aryl aldehydes

A highly efficient one-pot synthesis of the 1,2,4,5-tetrasubstituted imidazoles and 2,4,5,6-tetrasubstituted pyrimidines through an arylamidine, malononitrile, and carbonyl compound by using Et3N in CH3CN at reflux conditions was dev

Combination of air/moisture/ambient temperature compatible organolithium chemistry with sustainable solvents: Selective and efficient synthesis of guanidines and amidines

Highly-efficient and selective fast addition of in situ generated lithium amides [LiN(H)R] (obtained via an acid-base reaction between n-BuLi and the desired primary amine) into carbodiimides (R-NCN-R) or nitriles (R-CN) has been studied, for the first ti

Synthesis of aminoisoquinolines via Rh-catalyzed [4 + 2] annulation of benzamidamides with vinylene carbonate

A new strategy is developed for the synthesis of 1-aminoisoquinoline derivatives. This Rh(III)-catalyzed [4 + 2] annulation reaction employs benzamidines as efficient directing groups and the vinylene carbonate as an acetylene surrogate. Additionally, the reaction features broad substrate scopes and good yields, only producing carbonate anion as byproduct.

Direct, Late-Stage Mono-N-arylation of Pentamidine: Method Development, Mechanistic Insight, and Expedient Access to Novel Antiparastitics against Diamidine-Resistant Parasites

A selective mono-N-arylation strategy of amidines under Chan-Lam conditions is described. During the reaction optimization phase, the isolation of a mononuclear Cu(II) complex provided unique mechanistic insight into the operation of Chan-Lam mono-N-arylation. The scope of the process is demonstrated, and then applied to access the first mono-N-arylated analogues of pentamidine. Sub-micromolar activity against kinetoplastid parasites was observed for several analogues with no cross-resistance in pentamidine and diminazene-resistant trypanosome strains and against Leishmania mexicana. A fluorescent mono-N-arylated pentamidine analogue revealed rapid cellular uptake, accumulating in parasite nuclei and the kinetoplasts. The DNA binding capability of the mono-N-arylated pentamidine series was confirmed by UV-melt measurements using AT-rich DNA. This work highlights the potential to use Chan-Lam mono-N-arylation to develop therapeutic leads against diamidine-resistant trypanosomiasis and leishmaniasis.