N-{4-[(7-Chloro-5-hydroxy-2,3,4,5-tetrahydro-1H-1-benzazepin-1-yl)carbonyl]-3-methylphenyl}-2-methylbenzamide | CAS No. 150683-30-0

N-{4-[(7-Chloro-5-hydroxy-2,3,4,5-tetrahydro-1H-1-benzazepin-1-yl)carbonyl]-3-methylphenyl}-2-methylbenzamide

Basic Information

CAS Number

150683-30-0

Molecular Formula

C26H25ClN2O3

Molecular Weight

448.95 g/mol

AD

Basic Physical Properties

Physical State

Powder

Melting Point

225-230°C

Boiling Point

594.4°C at 760 mmHg

Solubility

DMSO: ≥15mg/mL

CC1=CC=CC=C1C(=O)NC2=CC(=C(C=C2)C(=O)N3CCCC(C4=C3C=CC(=C4)Cl)O)C

InChI

InChI=1S/C26H25ClN2O3/c1-16-6-3-4-7-20(16)25(31)28-19-10-11-21(17(2)14-19)26(32)29-13-5-8-24(30)22-15-18(27)9-12-23(22)29/h3-4,6-7,9-12,14-15,24,30H,5,8,13H2,1-2H3,(H,28,31)

InChIKey

GYHCTFXIZSNGJT-UHFFFAOYSA-N

LogP

5.683140000000005

Topological Polar Surface Area

69.64 Ų

Hydrogen Bond Donor/Acceptor

2 / 5

Complexity

674

Safety Information

View Safety Information

Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation
H319 Causes serious eye irritation
Serious eye damage/eye irritation
H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

  • (+/-)-4'-((7-CHLORO-2,3,4,5-TETRAHYDRO-5-HYDROXY-1H-1-BENZAZEPIN-1-YL) CARBONYL)-O-TOLU-M-TOLUIDIDE
  • BT164486
  • PDSP1_001738
  • 5-hydroxy-7-chloro-1-[2-methyl-4-(2-methylbenzoylamino)benzoyl]-2,3,4,5-tetrahydro-1h-benzazepine
  • L001628
  • TOLVAPTAN [MART.]
  • N-(4-(((5R)-7-chloro-5-hydroxy-2,3,4,5-tetrahydro-1H-1-benzazepin-1-yl)carbonyl)-3-methylphenyl)-2-methylbenzamide
  • (R)-(+)-Tolvaptan
  • FT-0675287
  • N-[4-[(7-Chloro-2,3,4,5-tetrahydro-5-hydroxy-1H-1-benzazepin-1-yl)carbonyl]-3-methylphenyl]-2-methyl-benzamide; 1H-1-Benzazepine, benzamide deriv.; 1-[4-(2-Methylbenzoylamino)-2-methylbenzoyl]-7-chloro-1,2,3,4-tetrahydrobenzo[b]azepin-5-ol; OPC 41061; Samsca; Tolvaptan
  • AKOS015994735
  • (+-)-4'-((7-Chloro-2,3,4,5-tetrahydro-5-hydroxy-1H-1-benzazepin-1-yl)carbonyl)-o-tolu-m-toluidide
  • Tolvaptan (OPC-41061)
  • SR-01000942265
  • 21G72T1950
  • Q426132
  • AB01565822_02
  • CAS-150683-30-0
  • C03XA01
  • Tolvaptan [USAN:INN:BAN]
  • PDSP2_001721
  • Benzamide, N-(4-((7-chloro-2,3,4,5-tetrahydro-5-hydroxy-1H-1-benzazepin-1-yl)carbonyl)-3-methylphenyl)-2-methyl-
  • (+-)-4'-((7-Chloro-2,3,4,5-tetrahydro-5-hydroxy-1H-1-benzazepin-1-yl) carbonyl)-o-tolu-m-toluidide
  • SW219182-1
  • HMS3744A09
  • CHEMBL344159
  • Z1546610480
  • benzazepine derivative, 32
  • NCGC00183001-01
  • N-(4-(7-chloro-5-hydroxy-2,3,4,5-tetrahydro-1H-1-benzazepine-1-carbonyl)-3-methylphenyl)-2-methylbenzamide
  • JYNARQUE

MDL Number

MFCD09838782

FAQ

What are the physical and chemical properties of N-{4-[(7-Chloro-5-hydroxy-2,3,4,5-tetrahydro-1H-1-benzazepin-1-yl)carbonyl]-3-methylphenyl}-2-methylbenzamide (CAS: 150683-30-0)?

N-{4-[(7-Chloro-5-hydroxy-2,3,4,5-tetrahydro-1H-1-benzazepin-1-yl)carbonyl]-3-methylphenyl}-2-methylbenzamide (CAS: 150683-30-0) is a crystalline compound with a molecular weight of approximately 519.34 g/mol. It is slightly soluble in common organic solvents such as methanol and acetone but is virtually insoluble in water. Chemically, it is stable under normal conditions but may react with strong acids or bases. This compound is known for its reactivity in electrophilic aromatic substitution reactions.

How is N-{4-[(7-Chloro-5-hydroxy-2,3,4,5-tetrahydro-1H-1-benzazepin-1-yl)carbonyl]-3-methylphenyl}-2-methylbenzamide (CAS: 150683-30-0) typically synthesized?

N-{4-[(7-Chloro-5-hydroxy-2,3,4,5-tetrahydro-1H-1-benzazepin-1-yl)carbonyl]-3-methylphenyl}-2-methylbenzamide (CAS: 150683-30-0) is synthesized through a multi-step process involving the condensation of 7-chloro-5-hydroxy-2,3,4,5-tetrahydro-1H-1-benzazepine with 2-methylbenzoic acid. The reaction is typically catalyzed by a mild acid and proceeds with high selectivity and good yield. The key steps include the formation of an intermediate ester, followed by condensation and deprotection.

What industries use N-{4-[(7-Chloro-5-hydroxy-2,3,4,5-tetrahydro-1H-1-benzazepin-1-yl)carbonyl]-3-methylphenyl}-2-methylbenzamide (CAS: 150683-30-0)?

N-{4-[(7-Chloro-5-hydroxy-2,3,4,5-tetrahydro-1H-1-benzazepin-1-yl)carbonyl]-3-methylphenyl}-2-methylbenzamide (CAS: 150683-30-0) is primarily used in the pharmaceutical industry for its biological activities. It is also explored in academic research for its potential applications in sensor technology and as a precursor in medicinal chemistry. Some industries that might utilize this compound include drug discovery, material science, and chemical research.

What precautions should be taken when handling N-{4-[(7-Chloro-5-hydroxy-2,3,4,5-tetrahydro-1H-1-benzazepin-1-yl)carbonyl]-3-methylphenyl}-2-methylbenzamide (CAS: 150683-30-0)?

When handling N-{4-[(7-Chloro-5-hydroxy-2,3,4,5-tetrahydro-1H-1-benzazepin-1-yl)carbonyl]-3-methylphenyl}-2-methylbenzamide (CAS: 150683-30-0), it is important to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a laboratory coat. Conduct all procedures in a well-ventilated area or fume hood to prevent inhalation. Spills should be handled with absorbent materials and properly disposed of in accordance with local regulations. Always refer to the Safety Data Sheet (SDS) for detailed safety information and emergency procedures.

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