143878-24-4

Basic information

• Product Name: 4-Acetylamino-5-chloro-2-hydroxy-3-iodobenzoic acid methyl ester
• Synonyms: 4-Acetylamino-5-chloro-2-hydroxy-3-iodobenzoic acid methyl ester;Methyl 4-acetamido-5-chloro-2-hydroxy-3-iodobenzoate
• CAS NO: 143878-24-4
• Molecular Formula: C₁₀H₉ClINO₄
• Molecular Weight: 369.54
• Mol File: 143878-24-4.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-Acetylamino-5-chloro-2-hydroxy-3-iodobenzoic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Acetylamino-5-chloro-2-hydroxy-3-iodobenzoic acid methyl ester(143878-24-4)
• EPA Substance Registry System: 4-Acetylamino-5-chloro-2-hydroxy-3-iodobenzoic acid methyl ester(143878-24-4)

Safety Data

• Hazardous Substances Data: 143878-24-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4-Acetylamino-5-chloro-2-hydroxy-3-iodobenzoic acid methyl ester is used as a key intermediate in the synthesis of new drugs and medications. Its specific properties, such as the presence of multiple functional groups, make it a promising candidate for the development of innovative pharmaceutical compounds with potential therapeutic benefits.
Used in Drug Synthesis:
In the pharmaceutical industry, 4-Acetylamino-5-chloro-2-hydroxy-3-iodobenzoic acid methyl ester is utilized as a building block for the creation of novel drug molecules. Its unique structure allows for the formation of various chemical bonds and interactions, enabling the design of drugs with specific therapeutic targets and improved efficacy.
Used in Medicinal Chemistry Research:
4-Acetylamino-5-chloro-2-hydroxy-3-iodobenzoic acid methyl ester serves as a valuable compound in medicinal chemistry research, where it can be used to explore the structure-activity relationships of potential drug candidates. Its diverse functional groups provide opportunities for further chemical modifications and optimization, leading to the discovery of more effective and safer medications.
Overall, 4-Acetylamino-5-chloro-2-hydroxy-3-iodobenzoic acid methyl ester is a versatile and promising chemical compound with a wide range of potential applications in the pharmaceutical industry, drug synthesis, and medicinal chemistry research. Its unique structure and properties make it an attractive candidate for the development of innovative and effective therapeutic agents.

Upstream product

• 65-49-6 4-Aminosalicylic acid 
• 4136-97-4 methyl 4-aminosalicylate 
• 4093-28-1 methyl 4-acetamido-2-hydroxybenzoate 
• 24190-77-0 methyl 4-acetylamino-5-chloro-2-hydroxybenzoate 

Downstream Products

• 179872-37-8 4-Acetylamino-5-chloro-3-iodo-2-methoxy-benzoic acid methyl ester 
• 179872-39-0 4-amino-5-chloro-3-iodo-2-methoxybenzoic acid 
• 179872-38-9 4-acetylamino-5-chloro-3-iodo-2-methoxybenzoic acid 
• 935696-96-1 4-amino-5-chlorobenzofuran-7-carboxylic acid 
• 1198572-92-7 C₁₃H₁₄ClNO₅ 
• 1198572-93-8 C₁₃H₁₄ClNO₅ 

Relevant articles and documents

Preparation method of key intermediate 4-amino-5-halobenzofuran-7-carboxylic acid of 5-HT4 receptor stimulant

The invention discloses a preparation method of a key intermediate 4-amino-5-halobenzofuran-7-carboxylic acid of a 1,5-HT4 receptor stimulant, belonging to the field of organic synthesis. According tothe preparation method, para-protected amino-o-hydroxybenzoic acid/hydroxybenzoate, a halogenating reagent and triethyl acetenyl silicon are used as main raw materials, and a three-step reaction is performed to obtain the 4-amino-5-halobenzofuran-7-carboxylic acid. The method has the advantages of simple process operation, short reaction steps, easy separation of the intermediate, total yield ofmore than 51%, usage cheap and easily available raw materials and greatly reduced production cost; and thus, the method has obvious competitive advantages.

AMIDE COMPOUNDS AS 5-HT4 RECEPTOR AGONISTS

The present invention relates to compounds of formula (I), including their stereoisomers and pharmaceutically acceptable salts. This invention also relates to methods of making such compounds and pharmaceutical compositions comprising such compounds. The compounds of this invention are useful in the treatment of various disorders that are related to 5-hydroxytryptamine 4 (5-HT4) receptor.

NOVEL COMPOUND

The present invention relates to a novel benzofuran carboxamide derivative having pharmacological activity, to processes for its preparation, to compositions containing it and to its use in the treatment of diseases treatable by 5-HT4 agonism.

(S)-4-amino-5-chloro-3-iodo-2-methoxy-N-(1-azabicyclo[2.2.2]oct-3-yl)b enzamide (TRIZAC), a high-affinity ligand for the 5-HT-3 receptor

TRIZAC is one of the most potent 5-HT-3 receptor antagonist reported to date, having 20-fold higher affinity than (S)-5-iodozacopride. This high affinity (K(i) 0.05 ± 0.01 nM) and a moderate apparent lipophilicity (log P(app) 2.12) makes TRIZAC a promising ligand for studying 5-HT-3 receptors.

Process for the preparation of substituted benzofuran derivatives

Substituted benzofuran derivatives of the formula (I): STR1 wherein one of R1 and R2 is hydrogen or halogen and the other is, independently, an amino group or a C2 -C4 alkanoyl amino group; R3 is hydrogen; a linear or branched C1 -C4 alkyl, C1 -C4 alkoxy or C2 -C4 alkoxycarbonyl group; halogen; or phenyl unsubstituted or substituted by a C1 -C4 alkyl group; A is a group --(CH2)n -Het wherein Het is an optionally substituted heteromonocyclic or heterobicyclic ring containing one or two nitrogen atoms, and n is zero or an integer of 1 to 3; and the symbol ..... represents a single or double bond; may be prepared by a process comprising reacting a compound of formula II: STR2 in which L is a leaving group and R4 is hydrogen or a carboxy protecting group, with a compound of formula III; to obtain a compound of formula IV; STR3 which is then cyclized to obtain a compound of formula V; STR4 which is reacted with a compound of formula VI;