19563-04-3

Basic information

• Product Name: 4-CHLORO-BENZAMIDINE
• Synonyms: 4-CHLORO-BENZAMIDINE;4-chlorobenzene-1-carboxiMidaMide;BenzenecarboxiMidaMide, 4-chloro-;4-Chlorobenzimidamide
• CAS NO: 19563-04-3
• Molecular Formula: C₇H₇ClN₂
• Molecular Weight: 154.6
• EINECS: 1533716-785-6
• Mol File: 19563-04-3.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 241.098 °C at 760 mmHg
• Flash Point: 99.613 °C
• Appearance: /
• Density: 1.295 g/cm³
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4-CHLORO-BENZAMIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CHLORO-BENZAMIDINE(19563-04-3)
• EPA Substance Registry System: 4-CHLORO-BENZAMIDINE(19563-04-3)

Safety Data

• Hazardous Substances Data: 19563-04-3(Hazardous Substances Data)

Usage

Description

4-CHLORO-BENZAMIDINE, an organic compound with the molecular formula C7H7ClN2, is a white crystalline solid belonging to the benzamidines class, which are derivatives of benzoic acid. Soluble in water and polar organic solvents, this compound is recognized for its versatility in chemical synthesis, particularly in the production of pharmaceuticals and agrochemicals. Its properties also make it a valuable intermediate in the synthesis of other organic compounds and a research tool in biochemistry and molecular biology. Furthermore, 4-CHLORO-BENZAMIDINE has garnered attention for its potential antimicrobial and antiparasitic activities, positioning it as a promising candidate in the development of new drugs.

Uses

Used in Chemical Synthesis:
4-CHLORO-BENZAMIDINE is used as a reagent in chemical synthesis for its ability to facilitate the production of pharmaceuticals and agrochemicals. Its unique properties make it a key component in creating a variety of compounds.
Used in Research:
In the field of biochemistry and molecular biology, 4-CHLORO-BENZAMIDINE serves as a research tool, aiding scientists in their studies and experiments due to its reactivity and structural characteristics.
Used in Pharmaceutical Development:
4-CHLORO-BENZAMIDINE is used as an intermediate in the synthesis of other organic compounds, which are essential in developing new pharmaceuticals with potential therapeutic applications.
Used in Antimicrobial and Antiparasitic Drug Development:
4-CHLORO-BENZAMIDINE is studied for its potential antimicrobial and antiparasitic activities, making it a subject of interest for the development of new drugs to combat various infections and diseases.
Used in Agrochemical Production:
In the agrochemical industry, 4-CHLORO-BENZAMIDINE is utilized in the synthesis of compounds that help in the development of pesticides and other agricultural chemicals, contributing to crop protection and yield enhancement.

Upstream product

• 14401-51-5 4-chlorobenzamidine hydrochloride 
• 5033-28-3 4-chlorobenzamidoxime 
• 5033-28-3 4-chloro-N-hydroxybenzimidamide 
• 40546-41-6 ethyl-4-chlorobenzimidate hydrochloride 
• 623-03-0 4-Cyanochlorobenzene 
• 98-10-2 benzenesulfonamide 
• 74-11-3 para-chlorobenzoic acid 
• 631-61-8 ammonium acetate 

Downstream Products

• 43089-48-1 2-(4-chlorophenyl)pyrido[2,3-d]pyrimidin-4-one 
• 1613435-87-2 2-(4-chlorophenyl)pyrido[4,3-d]pyrimidin-4-one 
• 83702-21-0 4-Amino-2-(4-chlorophenyl)quinazoline 
• 83217-77-0 2-p-chlorophenyl-4,6-dihydroxypyrimidine 
• 138190-40-6 (Z)-4-benzylidene-2-(4-chlorophenyl)-1H-imidazol-5(4H)-one 
• 95675-28-8 C₃₈H₂₀Cl₁₀N₄S₄ 
• 74168-50-6 4-(4-Chloro-phenyl)-3-methyl-2,2,6,6-tetrakis-trifluoromethyl-3,6-dihydro-2H-[1,3,5]oxadiazine 
• 304693-56-9 ethyl 2-(4-chlorophenyl)-4-chloropyrimidine-5-carboxylate 
• 886761-30-4 4-amino-2-(p-chlorophenyl)-5-cyano-6-(m-nitrophenyl)pyrimidine 
• 886761-28-0 4-amino-2-(p-chlorophenyl)-5-cyano-6-(p-nitrophenyl)pyrimidine 
• 106690-55-5 2-(4-chlorophenyl)-3H-pyrimidin-4-one 
• 14945-95-0 4-amino-6-(4-chlorophenyl)-2-methylthio-1,3,5-triazine 

Relevant articles and documents

Novel Allosteric Inhibitors of Deoxyhypusine Synthase against Malignant Melanoma: Design, Synthesis, and Biological Evaluation

Based on the novel allosteric site of deoxyhypusine synthase (DHPS), two series of 30 novel 5-(2-methoxyphenoxy)-2-phenylpyrimidin-4-amine derivatives as DHPS inhibitors were designed and synthesized. Among them, compound8m, with the best DHPS inhibitory potency (IC50= 0.014 μM), exhibited excellent inhibition against melanoma cells, which was superior to that of GC7. Besides, molecular docking and molecular dynamics (MD) simulations further proved that compound8mwas tightly bound to the allosteric site of DHPS. Flow cytometric analysis and enzyme-linked immunosorbent assay (ELISA) showed that compound8mcould inhibit the intracellular reactive oxygen species (ROS) level. Furthermore, by western blot analysis, compound8meffectively activated caspase 3 and decreased the expressions of GP-100, tyrosinase, eIF5A2, MMP2, and MMP9. Moreover, both Transwell analysis and wound healing analysis showed that compound8mcould inhibit the invasion and migration of melanoma cells. In thein vivostudy, the tumor xenograft model showed that compound8meffectively inhibited melanoma development with low toxicity.

Preparation technique of dabigatran methanesulfonate

The invention discloses a preparation technique of dabigatran methanesulfonate. The technique comprises the following steps: 1) by using a compound I and glycine as raw materials, carrying out condensation and salification to obtain a compound II; 2) by using p-halobenzonitrile (III) as a raw material, synthesizing p-halobenzamidine (IV) under the actions of a catalyst and an aminating agent, and carrying out condensation on the p-halobenzamidine (IV) and n-hexyl chloroacetate to obtain a compound V; and 3) carrying out condensation and salification on the compound V and the compound II to obtain the dabigatran methanesulfonate. The synthesis method has the advantages of mild reaction conditions for each step and high selectivity, and is simple to operate. The dabigatran methanesulfonate has high yield and purity. The technique has the advantages of less discharge of three wastes and environment friendliness, does not need column chromatography purification, and is suitable for industrial production.

TANKYRASE INHIBITORS

The present invention relates to a compound of formula I wherein X is C(R6) or N, Y is C or N, and ring A, ring B, R1 and R2 have the meanings defined herein, provided that when ring B is carbocyclic, X is C(R6); or a pharmaceutically acceptable salt or solvate thereof. The compounds are tankyrase-1 and tankyrase-2 inhibitors and are useful in the treatment of a number of conditions, including cancer.