(S)-Lorazepam

Base Information

• Chemical Name: (S)-Lorazepam
• CAS No.: 110032-65-0
• Molecular Formula: C₁₅H₁₀Cl₂N₂O₂
• Molecular Weight: 321.163
• UNII: 0VMC8E4D2Y
• ChEMBL ID: CHEMBL249262
• DSSTox Substance ID: DTXSID70476490
• Nikkaji Number: J434.770F
• Wikidata: Q27231163
• Mol file: 110032-65-0.mol

Synonyms:(S)-LORAZEPAM;(+)-Lorazepam;Lorazepam, (S)-;110032-65-0;UNII-0VMC8E4D2Y;0VMC8E4D2Y;2H-1,4-Benzodiazepin-2-one, 7-chloro-5-(2-chlorophenyl)-1,3-dihydro-3-hydroxy-, (3S)-;2H-1,4-Benzodiazepin-2-one, 7-chloro-5-(2-chlorophenyl)-1,3-dihydro-3-hydroxy-, (S)-;SCHEMBL120031;CHEMBL249262;DTXSID70476490;Q27231163;(3S)-7-chloro-5-(2-chlorophenyl)-1,3-dihydro-3-hydroxy-2H-1,4-benzodiazepin-2-one;(3S)-7-chloro-5-(2-chlorophenyl)-3-hydroxy-1,3-dihydro-1,4-benzodiazepin-2-one

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Chemical Property of (S)-Lorazepam

Chemical Property:

• Boiling Point: 533.8±50.0 °C(Predicted)
• PKA: 10.80±0.70(Predicted)
• PSA: 61.69000
• Density: 1.52±0.1 g/cm3(Predicted)
• LogP: 2.67490
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 320.0119330
• Heavy Atom Count: 21
• Complexity: 443

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C2=NC(C(=O)NC3=C2C=C(C=C3)Cl)O)Cl
• Isomeric SMILES: C1=CC=C(C(=C1)C2=N[C@H](C(=O)NC3=C2C=C(C=C3)Cl)O)Cl
• Uses: (S) enantiomer of Lorazepam (L469850).

Technology Process of (S)-Lorazepam

There total 14 articles about (S)-Lorazepam 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: 90.0%

7-chloro-5-(o-chlorophenyl)-1,3-dihydro-3-hydroxy-2H-1,4-benzodiazepin-2-one ethanol solvate → lorazepam (846-49-1,110032-65-0,91402-80-1)

Guidance literature:

In dichloromethane; toluene; at 25 ℃; for 1h; Heating / reflux;

Reference yield: 90.0%

→ lorazepam (846-49-1,110032-65-0,91402-80-1)

Guidance literature:

Reference yield: 90.0%

7-chloro-5-(2-chlorophenyl)-1,3-dihydro-2-oxo-2H-1,4-benzodiazepin-3-yl acetate (2848-96-6,84799-34-8) → lorazepam (846-49-1,110032-65-0,91402-80-1)

Guidance literature:

With sodium hydroxide; In ethanol; at 10 ℃; for 0.116667h;

upstream raw materials:

Trifluoro-acetic acid 7-chloro-5-(2-chloro-phenyl)-2-oxo-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl ester

lormetazepam

7-chloro-5-(2-chlorophenyl)-1,3-dihydro-2-oxo-2H-1,4-benzodiazepin-3-yl acetate

7-chloro-5-(2-chlorophenyl)-1,3-dihydro-2H-1,4-benzodiazepine-2-one-4-oxide

Downstream raw materials:

Benzoic acid 7-chloro-5-(2-chloro-phenyl)-2-oxo-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl ester

3-O-ethyllorazepam

2-Methyl-3-nitro-benzoic acid 7-chloro-5-(2-chloro-phenyl)-2-oxo-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl ester

lorazepam-β-phenyl-propionate

Refernces

• 1、 -. "New crystal form of lorazepam, preparation method and pharmaceutical applications thereof". Paragraph 0099-0102; 0106-0109; 0113-0116; 0120-0123. . Retrieved 2020/02/08.
• 2、 -. "Method for preparing lorazepam". Paragraph 0069; 0072-0073; 0076; 0079-0080; 0083; 0086-0087. . Retrieved 2020/02/29.