7761-72-0

Basic information

• Product Name: 4-AMINOBENZAMIDINE HYDROCHLORIDE
• Synonyms: 4-AMINOBENZAMIDINE HYDROCHLORIDE;4-aminobenzenecarboximidamidemonohydrochloride;4-amino-benzenecarboximidamidmonohydrochloride;p-aminobenzamidinehydrochloride;p-amino-benzamidinmonohydrochloride;TIMTEC-BB SBB003838;P-AMINOBENZAMIDINE HCL;4-Aminobenzamidine monohydrochloride
• CAS NO: 7761-72-0
• Molecular Formula: C₇H₉N₃*ClH
• Molecular Weight: 171.63
• Mol File: 7761-72-0.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 289.8 °C at 760 mmHg
• Flash Point: 129 °C
• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4-AMINOBENZAMIDINE HYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-AMINOBENZAMIDINE HYDROCHLORIDE(7761-72-0)
• EPA Substance Registry System: 4-AMINOBENZAMIDINE HYDROCHLORIDE(7761-72-0)

Safety Data

• Hazardous Substances Data: 7761-72-0(Hazardous Substances Data)

Usage

Synthesis

4-aminophenyl ethyl imino ether hydrochloride(3.0 g) was added to a solution of ammonia (12g) in ethanol(150ml, ~8% mass percent) with stirring at room temperature for 24 hours. The reaction mixture was filtered and concentrated in vacuo, and acidated with hydrochloric acid (5ml, 63%). Absorbent charcoal was used to purify. The mixture was filtered, and concentrated and dried in vacuo at room temperature to give 5.0 g(86%) of 4-aminobenzamidine hydrochloride was obtained as a bright yellow solid.

InChI:InChI=1/C7H9N3.ClH/c8-6-3-1-5(2-4-6)7(9)10;/h1-4H,8H2,(H3,9,10);1H

Upstream product

• 15723-90-7 4-nitrobenzamidine hydrochloride 
• 873-74-5 4-Aminobenzonitrile 
• 619-72-7 4-nitrobenzonitrile 
• 2498-50-2 4-aminobenzamidine dihydrochloride 

Downstream Products

• 110566-13-7 2-(4-Amino-phenyl)-6-(2-hydroxy-phenyl)-5-nitro-3H-pyrimidin-4-one 
• 125772-46-5 4-aminobenzamidinium formate 
• 125772-53-4 4-aminobenzamidinium acetate 
• 125772-67-0 4-aminobenzamidinium pyruvate 
• 125772-60-3 4-aminobenzamidinium trifluoracetate 
• 13202-07-8 N,N'-Bis-(4-carbamimidoyl-phenyl)-terephthalamide 
• 149820-74-6 xemilofiban 
• 110566-04-6 5-Amino-2-(4-amino-phenyl)-6-(2-hydroxy-phenyl)-3H-pyrimidin-4-one 
• 406203-78-9 N-(4-carbamimidoyl-phenyl)-2-phenyl-malonamic acid benzyl ester 

Relevant articles and documents

Design, Synthesis, and Testing of Potent, Selective Hepsin Inhibitors via Application of an Automated Closed-Loop Optimization Platform

Hepsin is a membrane-anchored serine protease whose role in hepatocyte growth factor (HGF) signaling and epithelial integrity makes it a target of therapeutic interest in carcinogenesis and metastasis. Using an integrated design, synthesis, and screening platform, we were able to rapidly develop potent and selective inhibitors of hepsin. In progressing from the initial hit 7 to compound 53, the IC50 value against hepsin was improved from ～1 μM to 22 nM, and the selectivity over urokinase-type plasminogen activator (uPA) was increased from 30-fold to >6000-fold. Subsequent in vitro ADMET profiling and cellular studies confirmed that the leading compounds are useful tools for interrogating the role of hepsin in breast tumorigenesis.

Syntheses of novel 1,3-diazaazulene derivatives and their nonlinear optical characterization

We have synthesized three new 1,3-diazaazulene derivatives, namely, 2-(4′-N,N-dimethylaminophenyl)-6-nitro-1,3-diazaazulene (18, DMAPNA), 2-(4′-aminophenyl)-6-nitro-1,3-diazaazulene (19, APNA) and 2-[4′-N-(2-hydroxyethyl)aminophenyl]-6-nitro-1,3-diazaazulene (20, HEAPNA), each of them contains an amino substitute as the electron donor (D), 2-phenyl-1,3-diazaazulene as the π-conjugated bridge and a nitro as the electron acceptor (A). Our theoretical results have predicted that these D-π-A type chromophores possess low ground-state dipole moment (μg) and large first-order hyperpolarizability (β), which may facilitate a low degree of aggregation for the chromophores dispersed in a polymeric matrix as well as a large nonlinear optical (NLO) response. The expected NLO performance has been confirmed by the experimental β and μg values, e.g., for 18, 407.8 × 10-30 esu and 4.7 D, respectively. The origins of large β and low μg are explained in terms of a two-state quantum model. The DMAPNA (18)-doped and poled polymethylmethacrylate film exhibits a large second harmonic generation (SHG) coefficient of d33 = 10.9 pm V-1 with excellent thermal stability (above 70% of the maximal SHG coefficient remains at ～100 °C). The Royal Society of Chemistry.

Styrylamidines

Styrylamidines are prepared by treating styrylsulfonylamidines with base. The styrylamidines are effective in the prevention of aggregation of blood platelets and as analgesics. Compounds of the invention are also useful as anticonvulsants, diuretics and antihypertensive agents. The styrylsulfonylamidines of the invention which serve as precursors to the styrylamidines also have analgesic properties. Illustrative of the styrylamidines of the present invention are 4-amino-N-(4-aminostyryl)benzamidine and N-(3,4-dichlorostyryl)acetamidine. An example of a styrylsulfonylamidine is N-(styrylsulfonyl)acetamidine.