3011-89-0

Basic information

• Product Name: 2-CHLORO-4-NITROBENZAMIDE
• Synonyms: Aklomix;Alkomide;Benzamide, 2-chloro-4-nitro-;Clomide;component of Aklomix;component of Novastat;component of Novastat-W;AKLOMIDE
• CAS NO: 3011-89-0
• Molecular Formula: C₇H₅ClN₂O₃
• Molecular Weight: 200.58
• EINECS: 221-143-7
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts
• Mol File: 3011-89-0.mol
• Article Data: 4

Chemical Properties

• Melting Point: 171-173°C
• Boiling Point: 335.8 °C at 760 mmHg
• Flash Point: 156.9 °C
• Appearance: /
• Density: 1.52 g/cm³
• Vapor Pressure: 0.000117mmHg at 25°C
• Refractive Index: 1.624
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 14.39±0.50(Predicted)
• BRN: 1966537
• CAS DataBase Reference: 2-CHLORO-4-NITROBENZAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLORO-4-NITROBENZAMIDE(3011-89-0)
• EPA Substance Registry System: 2-CHLORO-4-NITROBENZAMIDE(3011-89-0)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 3011-89-0(Hazardous Substances Data)

Usage

Uses

antineoplastic, antimetabolite

Safety Profile

When heated to decomposition emits toxic fumes of Cland NOx,.

Purification Methods

Crystallise the amide from EtOH. [Jensen & Ploug Acta Chem Acta 3 15 1949, Beilstein 9 H 404, 9 III 1768.]

InChI:InChI=1/C7H5ClN2O3/c8-6-3-4(10(12)13)1-2-5(6)7(9)11/h1-3H,(H2,9,11)

Upstream product

• 99-60-5 2-chloro-4-nitrobenzoic acid 
• 619-80-7 4-nitrobenzamide 
• 7073-36-1 2-chloro-4-nitrobenzoyl chloride 

Downstream Products

• 1253941-52-4 N-(bis-(methylsulfanyl)methylene)-2-chloro-4-nitrobenzamide 
• 26059-83-6 7-Nitro-2-phenyl-1,3-benzoxazin-2-one 
• 1424328-57-3 C₈H₃ClN₂O₄S 
• 1233509-74-4 C₇H₅ClN₂O₂S 
• 1424328-67-5 C₈H₃ClN₂O₃S₂ 
• 31930-18-4 2-amino-4-nitrobenzamide 
• 1181384-67-7 N-butyryl-2-chloro-4-nitrobenzamide 
• 856800-39-0 (2-chloro-4-nitro-benzoyl)-amidophosphoryl chloride 
• 28163-00-0 4-nitro-2-chlorobenzonitrile 
• 100524-03-6 2-chloro-4-nitro-benzoic acid-(trichlorophosphoranyliden-amide) 
• 211374-81-1 4-amino-2-chloro-benzamide 

Relevant articles and documents

Acid-promoted palladium(II)-catalyzed ortho-halogenation of primary benzamides: En route to halo-arenes

Br?nsted acid-promoted palladium(II)-catalyzed regioselective installation of halogens (Br, Cl, and I) to the aromatic ring of benzamide derivatives has been achieved using primary amides. A wide variety of benzamides were compatible under established conditions to afford the halogenated products without installing any external auxiliary. Mild reaction conditions, use of primary amide as a directing group, external additive-free conditions, and gram-scale reaction are some appealing features of this protocol. Detailed experimental results revealed that Br?nsted acid plays a critical role in this transformation.

3H-1,2,4-Dithiazol-3-one compounds as novel potential affordable antitubercular agents

Small molecules with oxathiazol-2-one moiety were recently reported as potent inhibitors of Mycobacterium bovis var. bacilli Calmette-Guérin (BCG), among which HT1171 was the most potent and selective proteasome inhibitor. Herein we synthesized a series of novel compounds by bioisosteric replacement of the oxathiazol-2-one ring with 3H-1,2,4-dithiazol-3-one, and also fifteen 1,3,4-oxathiazol-2-one molecules in order for potency comparison and structure-activity relationship elucidation since their antibacterial effects on the virulent strains were not evaluated before. All the compounds were assessed for antitubercular activities on the virulent H37Rv strain by a serial dilution method. Among the tested compounds, 3H-1,2,4-dithiazol-3-one compound 4n was found to be the most active with a lowest MIC90 value of 1 μg/mL. Furthermore, the cytotoxicities of all the compounds against normal human liver cell line L02 were determined by an MTT method. Compound 4n displayed a lower inhibitory ratio than HT1171 at the concentration of 100 μM, indicating its better safety profile.