7206-70-4

Basic information

• Product Name: 4-AMINO-5-CHLORO-2-METHOXYBENZOIC ACID
• Synonyms: 4-AMino-5-chloro-2-Methoxybenzoic acid, 98+% 25GR;5-Chloro-4-aMino-2-ethoxybenzoic acid;5-Chloro-4-aMino-2-Methoxybenzoic Acid;Benzoic acid, 4-aMino-5-chloro-2-Methoxy-;MetoclopraMide IMpurity C;4-Amino-5-chloro-2-methoxybenzoic acid 97%;340871_ALDRICH;A1961/0082485
• CAS NO: 7206-70-4
• Molecular Formula: C₈H₈ClNO₃
• Molecular Weight: 201.61
• EINECS: 230-582-3
• Product Categories: Pharmaceutical Intermediates;Amines;Heterocycles;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals;Amines, Metabolites & Impurities, Heterocycles, Pharmaceuticals, Intermediates & Fine Chemicals;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Organic acids
• Mol File: 7206-70-4.mol

Chemical Properties

• Melting Point: 206 °C (dec.)(lit.)
• Boiling Point: 369.7 °C at 760 mmHg
• Flash Point: 177.4 °C
• Appearance: White to slightly beige/Powder
• Density: 1.3639 (rough estimate)
• Vapor Pressure: 4.06E-06mmHg at 25°C
• Refractive Index: 1.5800 (estimate)
• Storage Temp.: Refrigerator
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 4.38±0.10(Predicted)
• CAS DataBase Reference: 4-AMINO-5-CHLORO-2-METHOXYBENZOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 4-AMINO-5-CHLORO-2-METHOXYBENZOIC ACID(7206-70-4)
• EPA Substance Registry System: 4-AMINO-5-CHLORO-2-METHOXYBENZOIC ACID(7206-70-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 7206-70-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4-AMINO-5-CHLORO-2-METHOXYBENZOIC ACID is used as a metabolite for [application reason] in the pharmaceutical industry. As a metabolite of Metoclopramide (M338685), it plays a crucial role in understanding the drug's metabolism, efficacy, and potential side effects. This knowledge aids in the development of safer and more effective medications.
Used in Research and Development:
In the field of research and development, 4-AMINO-5-CHLORO-2-METHOXYBENZOIC ACID is used as a key compound for studying the metabolic pathways of Metoclopramide and other related drugs. This helps researchers to optimize drug formulations and develop new therapeutic strategies.
Used in Quality Control:
4-AMINO-5-CHLORO-2-METHOXYBENZOIC ACID is also utilized as a reference substance in the quality control of Metoclopramide and its formulations. It ensures the purity, potency, and consistency of the drug, contributing to patient safety and the overall effectiveness of the medication.
Used in Drug Metabolism Studies:
In the field of drug metabolism, 4-AMINO-5-CHLORO-2-METHOXYBENZOIC ACID serves as an essential compound for understanding how Metoclopramide is processed and eliminated from the body. This information is vital for tailoring drug dosages and managing potential drug-drug interactions.

InChI:InChI=1/C8H8ClNO3/c1-13-7-3-6(10)5(9)2-4(7)8(11)12/h2-3H,10H2,1H3,(H,11,12)/p-1

Upstream product

• 20896-27-9 methyl 4-amino-5-chloro-2-methoxybenzoate 
• 27492-84-8 Methyl 4-amino-2-methoxybenzoate 
• 4093-31-6 methyl 2-methoxy 4-acetamido 5-chloro benzoate 
• 24201-13-6 4-(acetylamino)-5-chloro-2-methoxybenzoic acid 
• 4093-29-2 methyl 4-(acetylamino)-o-anisate 
• 4093-28-1 methyl 4-acetamido-2-hydroxybenzoate 
• 65-49-6 4-Aminosalicylic acid 
• 4136-97-4 methyl 4-aminosalicylate 

Downstream Products

• 126645-66-7 (4-benzyl-2-morpholinyl)methyl 4-amino-5-chloro-2-methoxybenzoate 
• 126645-67-8 5-amino-N-<(4-benzyl-2-morpholinyl)methyl>-5-chloro-2-methoxy-N-methylbenzamide 
• 112885-23-1 4-amino-N-<(4-benzyl-2-morpholinyl)methyl>-5-chloro-2-methoxybenzamide 
• 126645-68-9 4-amino-N-[2-(4-benzyl-2-morpholinyl)ethyl]-5-chloro-2-methoxybenzamide 
• 126645-70-3 4-amino-N-[3-(4-benzyl-2-morpholinyl)propyl]-5-chloro-2-methoxybenzamide 
• 112885-36-6 4-amino-5-chloro-N-<<4-(ethoxycarbonyl)-2-morpholinyl>methyl>-2-methoxybenzamide 
• 112884-96-5 4-Amino-5-chloro-2-methoxy-N-(4-phenethyl-morpholin-2-ylmethyl)-benzamide 
• 112884-94-3 4-Amino-5-chloro-2-methoxy-N-[4-(1-phenyl-ethyl)-morpholin-2-ylmethyl]-benzamide 
• 112884-98-7 4-Amino-5-chloro-2-methoxy-N-[4-(4-nitro-benzyl)-morpholin-2-ylmethyl]-benzamide 
• 112884-92-1 4-Amino-5-chloro-N-{4-[1-(4-fluoro-phenyl)-ethyl]-morpholin-2-ylmethyl}-2-methoxy-benzamide 
• 112885-32-2 4-amino-5-chloro-N-[[4-(4-cyanobenzyl)-2-morpholinyl]methyl]-2-methoxybenzamide 
• 112885-02-6 4-Amino-5-chloro-2-methoxy-N-[4-(4-methoxy-benzyl)-morpholin-2-ylmethyl]-benzamide 
• 112885-13-9 4-Amino-5-chloro-N-[4-(3,4-dichloro-benzyl)-morpholin-2-ylmethyl]-2-methoxy-benzamide 
• 112884-99-8 4-Amino-5-chloro-N-[4-(3-cyano-benzyl)-morpholin-2-ylmethyl]-2-methoxy-benzamide 

Relevant articles and documents

Synthetic method of 4-amino-5-chloro-2-methoxyl benzoic acid

The invention discloses a synthetic method of 4-amino-5-chloro-2-methoxyl benzoic acid, wherein the synthetic method includes the steps of dimethyl sulphate methylation, N-chloro-succinimide chlorination, alkaline hydrolysis de-esterification and hydrochloric acid acidification to prepare an intermediate product, wherein aminosalicylic acid, which is low in cost and easy to obtain, is employed as a raw material. The synthetic method is reasonable and simple in process route design, is mild in reaction conditions, is easy to industrially operate, is low in costs of raw material and devices, is high in yield and product quality, and is effectively reduced in production cost.

Synthesis and biological evaluation of berberine derivatives as IBS modulator

Irritable bowel syndrome is the most common functional gastrointestinal disorder characterized by chronic abdominal pain or discomfort in association with a change in bowel habit. 5-HT receptor modulators have been developed as IBS therapeutic agents and proved to be effective in the treatment of the disease. In this letter, 12 berberine derivatives were designed and synthesized as 5-HT receptor modulators. Preliminary biological tests suggested that the new compounds exhibited promising activity for IBS therapy.

SYNTHESIS AND STRUCTURAL STUDY OF N-(8-ISOPROPYL-NORTROPAN-3-α-YL)-2-METHOXY-4-AMINO-5-CHLOROBENZAMIDE

N-(8-Isopropyl-nortropan-3-α-yl)-2-methoxy-4-amino-5-chlorobenzamide has been synthesized and its crystal and molecular structures determined by X-ray diffraction, IR, 1H-NMR and 13C-NMR methods.The pyrrolidine and piperidine rings adopt a flattened N-8 envelope and distorted chair conformation puckered at N-8 and flattened at C-3 respectively, with the N-isopropyl substituent and the amido group in axial position with respect to the piperidine ring.A great predominance in solution of the conformer observed in the solid state is proposed.

Aromatic amides of heterocyclic compounds and therapeutic compositions containing same

The invention relates to aromatic amides N-substituted by heterocyclic groups. More particularly, the invention relates to substituted benzoic acid amides of 1-arylalkylamino or aminoalkyl-N-heterocyclic rings and to pharmaceutical compositions thereof, which have the ability to antagonize the effects of dopamine or dopaminergic agents of endogenous or exogenous origin and which may be used for the treatment of nausea and vomiting resulting from gastrointestinal disorders, congestive heart failure, post operative conditions, etc., other gastrointestinal disorders such as dyspepsia, flatulence, bile regurgitations, hiatus hernia, peptic ulcer, reflux aerophagitis, gastritis, duodenitis, and cholethiasis, and a variety of conditions affecting the central nervous system such as acute and chronic psychoses, maniacal psychosis, schizophrenias, serious disturbances of behavior and non-melancholic depressive state and migraine.