247237-38-3

Basic information

• Product Name: 5-Chloro-2-[[(4-methylphenyl)sulfonyl]amino]benzoic acid methyl ester
• Synonyms: 5-Chloro-2-[[(4-methylphenyl)sulfonyl]amino]benzoic acid methyl ester
• CAS NO: 247237-38-3
• Molecular Formula: C₁₅H₁₄ClNO₄S
• Molecular Weight: 339.79396
• Mol File: 247237-38-3.mol

Chemical Properties

• Melting Point: 115℃
• Boiling Point: 483.9 °C at 760 mmHg
• Flash Point: 246.5 °C
• Appearance: /
• Density: 1.39
• Vapor Pressure: 1.61E-09mmHg at 25°C
• Refractive Index: 1.607
• PKA: 7.42±0.10(Predicted)
• CAS DataBase Reference: 5-Chloro-2-[[(4-methylphenyl)sulfonyl]amino]benzoic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Chloro-2-[[(4-methylphenyl)sulfonyl]amino]benzoic acid methyl ester(247237-38-3)
• EPA Substance Registry System: 5-Chloro-2-[[(4-methylphenyl)sulfonyl]amino]benzoic acid methyl ester(247237-38-3)

Safety Data

• Hazardous Substances Data: 247237-38-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
5-Chloro-2-[[(4-methylphenyl)sulfonyl]amino]benzoic acid methyl ester is used as a reactant for the synthesis of Tolvaptan (T536650) and its intermediates. Tolvaptan is a nonpeptide arginine vasopressin (AVP) V2 receptor antagonist, which is utilized in the treatment of various medical conditions, such as hyponatremia and autosomal dominant polycystic kidney disease (ADPKD). The compound's unique structure allows it to be a key component in the development of these therapeutic agents, contributing to their efficacy and safety profiles.
As a reactant in the synthesis of Tolvaptan, 5-Chloro-2-[[(4-methylphenyl)sulfonyl]amino]benzoic acid methyl ester is essential for the pharmaceutical industry because it enables the production of a drug that can effectively target and modulate the AVP V2 receptor. This modulation can lead to improved treatment outcomes for patients suffering from the aforementioned medical conditions.

InChI:InChI=1/C15H14ClNO4S/c1-10-3-6-12(7-4-10)22(19,20)17-14-8-5-11(16)9-13(14)15(18)21-2/h3-9,17H,1-2H3

Upstream product

• 5202-89-1 4-chlorobenzenesulfonyl chloride 
• 98-59-9 p-toluenesulfonyl chloride 
• 635-21-2 5-chloroanthranilic acid 
• 51282-49-6 methyl 5-chloro-2-nitrobenzoate 
• 2516-95-2 5-chloro-2-nitrobenzoic acid 

Downstream Products

• 247237-43-0 methyl 5-chloro-2-[N-(3-ethoxycarbonyl)propyl-N-p-toluenesulfonyl]aminobenzoate 
• 675578-47-9 N-(4-chloro-2-(hydroxymethyl)phenyl)-4-methylbenzenesulfonamide 
• 23829-73-4 4'-chloro-2'-methoxycarbonyl-N-methyl-p-toluenesulfonanilide 
• 304912-28-5 4'-chloro-N-isopropyl-2'-methoxycarbonyl-p-toluenesulfonanilide 
• 154890-90-1 5-(N-allylamino)-7-chloro-1-[4-[(2-methylbenzoyl)amino]benzoyl]-2,3,4,5-tetrahydro-1H-1-benzazepine 
• 247237-98-5 7-chloro-1-[3-chloro-4-[(2-methylbenzoyl)amino]benzoyl]-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine 
• 137978-52-0 7-chloro-1-[3-methoxy-4-[(2-methylbenzoyl)amino]benzoyl]-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine 
• 137974-15-3 7-chloro-1-[2-methoxy-4-[(2-methylbenzoyl)amino]benzoyl]-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine 
• 137973-76-3 MOP-21826 
• 137973-86-5 7-chloro-1-[2-chloro-4-[(2-methylbenzoyl)amino]benzoyl]-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine 
• 137973-34-3 7-chloro-5-(N-methylamino)-1-[4-[(2-methylbenzoyl)amino]benzoyl]-2,3,4,5-tetrahydro-1H-1-benzazepine 

Relevant articles and documents

Iodine(III) Reagent-Mediated Intramolecular Amination of 2-Alkenylanilines to Prepare Indoles

A variety of 3-substituted and 2,3-disubstituted indoles were synthesized efficiently in good yields through the intramolecular amination of 2-alkenylanilines promoted by readily available iodine(III) reagents in a short reaction time. Mechanistic studies showed that the reaction pathway went through a nitrenium ion and that 3-acetoxy indoline was the key intermediate in the indole formation. The indole product was easily prepared on a gram scale and amination also proceeded smoothly using catalytic 3,5-dimethylphenyl iodine in the presence of mCPBA. Furthermore, the indolo[3,2-a]carbazole scaffold was prepared in good yield in six steps from commercial ortho-iodoaniline. (Figure presented.).

PROCESS FOR PREPARING TOLVAPTAN INTERMEDIATES

The present invention provides a novel process for the preparation of 7-chloro-2,3,4,5-tetrahydro-1H-1-benzazepin-5-one. The present invention also provides an improved process for the preparation of 7-chloro-1-(2-methyl-4-nitrobenzoyl)-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine. The present invention further provides an improved process for the preparation of 7-chloro-1-[2-methyl-4-[(2-methylbenzoyl)amino]benzoyl]-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine.

PROCESS FOR PREPARING TOLVAPTAN INTERMEDIATES

The present invention provides a novel process for the preparation of 7-chloro-2,3,4,5-tetrahydro-1H-1-benzazepin-5-one. The present invention also provides an improved process for the preparation of 7-chloro-1-(2-methyl-4-nitrobenzoyl)-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine. The present invention further provides an improved process for the preparation of 7-chloro-1-[2-methyl-4-[(2-methylbenzoyl)amino]benzoyl]-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine.

A novel synthesis of substituted quinolines using ring-closing metathesis (RCM): Its application to the synthesis of key intermediates for anti-malarial agents

A method for synthesizing substituted quinolines using ruthenium-catalyzed ring-closing metathesis as a key step has been developed. Substituted 1,2-dihydroquinolines, 4-silyloxy-1,2-dihydroquinoline and 4-methoxy-1,2- dihydroquinoline, were successfully synthesized in excellent yields via ene-ene metathesis and silyl or alkyl enol ether-ene metathesis, respectively. The synthetic intermediates of the antimalarial agents quinine, chloroquine, and PPMP-quinine hybrid were efficiently synthesized by this methodology.

Sulfonamide derivatives

The present invention relates to microbicides for agricultural or horticultural use containing a sulfonamide derivative.

SULFONAMIDE DERIVATIVES

The present invention relates to microbicides for agricultural or horticultural use containing sulfonamide derivative of, for example, a formula (I):or a salt thereof,[wherein A1is (1) an aryl group which may be substituted or (2) a heterocyclic group which may be substituted, X1is (1) a chemical bond, (2) a methylene group which may be substituted, or (3) a vinylene group which may be substituted, B1is a five-membered heterocyclic group comprising nitrogen or sulfur atoms as the ring-constructing atoms except for carbon atoms and may be substituted or a condensed heterocyclic group which may be substituted, Z1is (1) a hydrocarbon group which may be substituted, (2) an acyl group which may be substituted, (3) formyl group, (4) an amino group which may be substituted, (5) a group represented by -N=CR1R2(wherein each of R1and R2is a hydrogen atom or a hydrocarbon group which may be substituted), (6) a cyclic amino group, (7) a group represented by -OR3(wherein R3is a hydrogen atom, a hydrocarbon group which may be substituted, an acyl group which may be substituted, formyl group or an alkylsulfonyl group which may be substituted) or (8) -S(O)nR4(wherein n stands for an integer from 0 to 2, R4stands for a hydrogen atom or a hydrocarbon group which may be substituted). The said compounds or the salts thereof are sulfonamide derivatives with microbicidal action, areuseful as excellent microbicides for agricultural or horticultural use, because they are safe, and they have little influence on human beings, farm animals, natural enemies, or the environment, and exert excellent control effects even on resistant microbes.

Synthesis of substituted 1,2-dihydroquinolines and quinolines using ene-ene metathesis and ene-enol ether metathesis

We describe a novel and convenient method for quinoline synthesis using ring-closing olefin metathesis (RCM), ene-ene metathesis, and ene-enol ether metathesis. We also report the first example of enol silyl ether-ene metathesis to produce cyclic enol silyl ether. Using this method, versatile substituted quinoline derivatives were readily prepared in excellent yield from anthranilic acid derivatives.

7-Chloro-5-hydroxy-1-[2-methyl-4-(2-methylbenzoylamino)benzoyl]-2,3,4,5- tetrahydro-1H-1-benzazepine (OPC-41061): A potent, orally active nonpeptide arginine vasopressin V2 receptor antagonist

We previously reported a series of benzazepine derivatives as orally active nonpeptide arginine vasopressin (AVP) V2 receptor antagonists. After the lead structure OPC-31260 was structurally evaluated and optimized, the introduction of the 7-Cl moiety on the benzazepine and 2-CH3 on the aminobenzoyl moiety enhanced its oral activity. The new AVP-V2 selective antagonist OPC-41061 was determined to be a potent and orally active agent. Copyright (C) 1999 Elsevier Science Ltd.