4921-83-9

Basic information

• Product Name: N-[(4-Chlorophenylamino)(thiocarbonyl)]benzamide
• Synonyms: 1-Benzoyl-3-(4-chlorophenyl)thiourea;N-[(4-Chlorophenylamino)(thiocarbonyl)]benzamide;N-Benzoyl-N'-(p-chlorophenyl)thiourea;USAF K-1477;N-((4-chlorophenyl)carbamothioyl)benzamide;N-{[(4-chlorophenyl)amino]carbonothioyl}benzamide
• CAS NO: 4921-83-9
• Molecular Formula: C₁₄H₁₁ClN₂OS
• Molecular Weight: 290.7679
• Mol File: 4921-83-9.mol
• Article Data: 35

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.38g/cm³
• Refractive Index: 1.698
• CAS DataBase Reference: N-[(4-Chlorophenylamino)(thiocarbonyl)]benzamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-[(4-Chlorophenylamino)(thiocarbonyl)]benzamide(4921-83-9)
• EPA Substance Registry System: N-[(4-Chlorophenylamino)(thiocarbonyl)]benzamide(4921-83-9)

Safety Data

• Hazardous Substances Data: 4921-83-9(Hazardous Substances Data)

Usage

General Description

N-[(4-Chlorophenylamino)(thiocarbonyl)]benzamide, also known as N-(4-Chlorophenyl)thiocarbamoylaniline, is a chemical compound with the molecular formula C13H10ClN3OS. It is a benzamide derivative with a thiocarbonyl group and a 4-chloroaniline moiety. N-[(4-Chlorophenylamino)(thiocarbonyl)]benzamide is mainly used in the pharmaceutical industry as a building block for the synthesis of various pharmaceuticals and agrochemicals. It is also used as an intermediate in the production of other organic compounds. N-[(4-Chlorophenylamino)(thiocarbonyl)]benzamide is a solid, white to off-white powder with a molecular weight of 295.75 g/mol. It is important to handle this compound with proper care and follow safety guidelines, as it may have potential health hazards and environmental impacts.

InChI:InChI=1/C14H11ClN2OS/c15-11-6-8-12(9-7-11)16-14(19)17-13(18)10-4-2-1-3-5-10/h1-9H,(H2,16,17,18,19)

Upstream product

• 106-47-8 4-chloro-aniline 
• 532-55-8 Benzoyl isothiocyanate 
• 1147550-11-5 ammonium thiocyanate 
• 98-88-4 benzoyl chloride 
• 65-85-0 benzoic acid 
• 14002-51-8 4-biphenyl-carboxylic acid chloride 

Downstream Products

• 3696-23-9 N-(4-chlorophenyl)thiourea 
• 108107-42-2 C₂₄H₁₅ClN₄O₃S 
• 108107-43-3 C₂₅H₁₇ClN₄O₃S 
• 108107-44-4 C₂₄H₁₄Cl₂N₄O₃S 
• 108107-45-5 C₂₅H₁₇ClN₄O₄S 
• 57160-46-0 N-((4-chlorophenyl)carbamoyl)benzamide 
• 72875-40-2 N-[(4-chloro-phenyl)-thiocarbamoyl]-thiobenzamide 
• 16628-25-4 N-(6-chloro-benzo[d]thiazol-2-yl)benzamide 
• 6590-95-0 2,6-dichlorophenylisothiocyanate 
• 55040-85-2 [2-(4-chloro-anilino)-4-phenyl-thiazol-5-yl]-phenyl-methanone 
• 298206-55-0 N⁽²⁾-benzoyl-3-(4-chlorophenyl)-4-methylthiazol-2(3H)-imine 
• 80099-02-1 C₁₄H₉Cl₃N₂ 
• 80099-01-0 (4-Chloro-phenyl)-[5-phenyl-[1,2,4]dithiazol-(3Z)-ylidene]-amine; hydrochloride 
• 72875-35-5 (4-chloro-phenyl)-(5-phenyl-[1,2,4]dithiazol-3-ylidene)-amine 

Relevant articles and documents

New ferrocenyl guanidines as potent antioxidants, protein kinase inhibitors and cytotoxic agents against human leukemia THP-1 cell line

Six new ferrocenyl guanidines were synthesized and characterized by elemental analysis, FT-IR and 1H and 13C NMR. Compounds 1–6 were screened for antioxidant, protein kinase inhibition, lethality of brine shrimp, and cytotoxicity aga

Iodine-mediated multi-component reactions: Readily access to tetrazoles and guanidines

Environmentally benign syntheses of One-pot sequential reactions of benzoyl chloride with amines followed by the treatment of molecular I2 reagent under basic conditions provide benzoyl tetrazoles and guanidines in moderate to excellent yields. This one-pot synthesis has several advantages such as mild reaction conditions, short reaction time, convenient workup, high yields, using cheap and readily available reagent molecular Iodine. In addition, functional group tolerance has been explored.

Benzoylthioureas: Design, synthesis and antimycobacterial evaluation

Background: New drugs and strategies to treat tuberculosis (TB) are urgently needed. In this context, thiourea derivatives have a wide range of biological activities, including anti-TB. This fact can be illustrated with the structure of isoxyl, an old anti-TB drug, which has a thiourea as a pharmacophore group. Objective: The aim of this study is to describe the synthesis and the antimycobacterial activity of fifty-nine benzoylthioureas derivatives. Methods: Benzoylthiourea derivatives have been synthesized and evaluated for their activity against Mycobacterium tuberculosis using the MABA assay. After that, a structure-activity relationship study of this series of compounds has been performed. Results and Discussion: Nineteen compounds exhibited antimycobacterial activity between 423.1 and 9.6 μM. In general, we observed that the presence of bromine, chlorine and t-Bu group at the para-position in benzene ring plays an important role in the antitubercular activity of Series A. These substituents were fixed at this position in benzene ring and other groups such as Cl, Br, NO2 and OMe were introduced in the benzoyl ring, leading to the derivatives of Series B. In general, Series B was less cytotoxic than Series A, which indicates that the presence of a substituent at benzoyl ring contributes to an improvement in both antimycobacterial activity and toxicity profiles. Conclusion: Compound 4c could be considered a good prototype to be submitted to further structural modifications in the search for new anti-TB drugs, since it is 1.8 times more active than the first line anti-TB drug ethambutol and 0.65 times less active than isoxyl.