Tolvaptan, (S)-

Base Information

• Chemical Name: Tolvaptan, (S)-
• CAS No.: 331947-44-5
• Molecular Formula: C26H25ClN2O3
• Molecular Weight: 448.9413
• UNII: 08S1L9V25X
• Nikkaji Number: J1.487.532H
• Wikidata: Q27236420
• Mol file: 331947-44-5.mol

Synonyms:Tolvaptan, (S)-;331947-44-5;(S)-(-)-Tolvaptan;08S1L9V25X;UNII-08S1L9V25X;N-[4-[(5S)-7-chloro-5-hydroxy-2,3,4,5-tetrahydro-1-benzazepine-1-carbonyl]-3-methylphenyl]-2-methylbenzamide;(R)-(+)-Tolvaptan;Benzamide, N-(4-(((5S)-7-chloro-2,3,4,5-tetrahydro-5-hydroxy-1H-1-benzazepin-1-yl)carbonyl)-3-methylphenyl)-2-methyl-;(S)-tolvaptan;SCHEMBL15846692;(S)-OPC-41061;EN300-25360108;J-019078;Q27236420;Z2574917473;N-{4-[(5S)-7-chloro-5-hydroxy-2,3,4,5-tetrahydro-1H-1-benzazepine-1-carbonyl]-3-methylphenyl}-2-methylbenzamide

Chemical Property of Tolvaptan, (S)-

Chemical Property:

• PSA: 69.64000
• LogP: 5.82110
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 448.1553704
• Heavy Atom Count: 32
• Complexity: 674

Purity/Quality:

97% ^*data from raw suppliers

(S)-(-)-Tolvaptan ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=CC=C1C(=O)NC2=CC(=C(C=C2)C(=O)N3CCCC(C4=C3C=CC(=C4)Cl)O)C
• Isomeric SMILES: CC1=CC=CC=C1C(=O)NC2=CC(=C(C=C2)C(=O)N3CCC[C@@H](C4=C3C=CC(=C4)Cl)O)C
• Uses: An enantiomer of Tolvaptan. It is a selective, competitive arginine vasopressin V2 receptor antagonist irrhosis, and the syndrome of inappropriate antidiuretic hormone (SIADH). An enantiomer of Tolvaptan. It is a selective, competitive arginine vasopressin V2 receptor antagonist used to treat hyponatremia (low blood sodium levels) associated with congestive heart failure, cirrhosis, and the syndrome of inappropriate antidiuretic hormone (SIADH).

Technology Process of Tolvaptan, (S)-

There total 6 articles about Tolvaptan, (S)- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 80.4%

MOP-21826 (137973-76-3) → (-)-Tolvaptan (331947-44-5)

Guidance literature:

With sodium formate; In aq. phosphate buffer; at 37 ℃; for 36h; pH=6; Solvent; Temperature; pH-value; Reagent/catalyst; Green chemistry; Enzymatic reaction;

DOI:10.1039/c7gc03679e

Reference yield: 74.0%

(S)-7-chloro-5-methoxymethyloxy-1-[2-methyl-4-(2-methylbenzoylamino)benzoyl]-2,3,4,5-tetrahydro-1H-1-benzazepine (331947-57-0) → (-)-Tolvaptan (331947-44-5)

Guidance literature:

With hydrogenchloride; In methanol; at 55 ℃; for 1.5h;

DOI:10.3987/COM-99-S(I)2

Reference yield:

MOP-21826 (137973-76-3) → (+)-Tolvaptan (331947-66-1) + (-)-Tolvaptan (331947-44-5)

Guidance literature:

With potassium hydroxide; [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; (R,R)-N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine; In isopropyl alcohol; at 20 ℃;

DOI:10.3987/COM-00-S(K)4

upstream raw materials:

(S)-7-chloro-5-methoxymethyloxy-1-[2-methyl-4-(2-methylbenzoylamino)benzoyl]-2,3,4,5-tetrahydro-1H-1-benzazepine

MOP-21826

(S)-7-chloro-5-methoxymethyloxy-2,3,4,5-tetrahydro-1H-1-benzazepine

(S)-7-chloro-5-hydroxy-1-(p-toluenesulfonyl)-2,3,4,5-tetrahydro-1H-1-benzazepine