Clemastine

Base Information

• Chemical Name: Clemastine
• CAS No.: 15686-51-8
• Molecular Formula: C₂₁H₂₆ClNO
• Molecular Weight: 343.897
• UNII: 95QN29S1ID
• DSSTox Substance ID: DTXSID2022832
• Nikkaji Number: J9.658J
• Wikipedia: Clemastine
• Wikidata: Q418145
• NCI Thesaurus Code: C61682
• RXCUI: 2578
• Pharos Ligand ID: 5DR36UR12JJS
• Metabolomics Workbench ID: 42675
• ChEMBL ID: CHEMBL1626
• Mol file: 15686-51-8.mol

Synonyms:2-(2-(1-(4-Chlorophenyl)-1-phenylethoxy)ethyl)-1-methylpyrrolidine;Clemastine;Clemastine Fumarate;HS 592;HS-592;HS592;Meclastine;Mecloprodin;Tavegyl;Tavist

Chemical Property of Clemastine

Chemical Property:

• Vapor Pressure: 1.94E-07mmHg at 25°C
• Refractive Index: 1.553
• Boiling Point: 425.2 °C at 760mmHg
• PKA: 10.23±0.40(Predicted)
• Flash Point: 211 °C
• PSA: 12.47000
• Density: 1.097 g/cm³
• LogP: 5.04230
• XLogP3: 5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 343.1702921
• Heavy Atom Count: 24
• Complexity: 376

Purity/Quality:

99%, ^*data from raw suppliers

Clemastine fumarate salt ≥98% (HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Drug Classes: Antihistamines
• Canonical SMILES: CC(C1=CC=CC=C1)(C2=CC=C(C=C2)Cl)OCCC3CCCN3C
• Isomeric SMILES: C[C@@](C1=CC=CC=C1)(C2=CC=C(C=C2)Cl)OCC[C@H]3CCCN3C
• Recent ClinicalTrials: Assessment of Clemastine Fumarate as a Remyelinating Agent in Acute Optic Neuritis (ReCOVER)
• Recent EU Clinical Trials: Standard Treatment Or topical doxepin against Pruritus
• Uses: Antihistaminic. Clemastine is used for allergy symptoms, rhinites, Quinke’s edema, anaphylactic shock, hay fever, allergic dermatitis and dermatosis, and chronic eczema. Synonyms of this drug are tavegil and meclastine.
• Therapeutic Function: Antihistaminic
• Clinical Use: Antihistamine: Symptomatic relief of allergy such as hay fever, urticaria
• Drug interactions: Potentially hazardous interactions with other drugs Analgesics: sedative properties increased with opioid analgesics.

Technology Process of Clemastine

There total 2 articles about Clemastine 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:

→ MMV637229 (7723-51-5,15686-51-8,61826-27-5,61826-28-6,61826-31-1,63813-90-1,63813-91-2)

Guidance literature:

D-1-Methyl-2-pyrrolidylchloraethan und 1-(p-Chlorphenyl)-1-phenylaethanol unnd NH2Na und Fumarsaeure, 0grad;

Reference yield:

→ 2-{2-[(S)-1-(4-Chloro-phenyl)-1-phenyl-ethoxy]-ethyl}-1-methyl-pyrrolidine (7723-51-5,15686-51-8,61826-27-5,61826-28-6,61826-31-1,63813-90-1,63813-91-2)

Guidance literature:

Racematspaltung von 3-A,B mit (-)-Dibenzoyl-L-weinsaeure;

DOI:10.1002/hlca.19760590721

Reference yield:

propan-1-ol (71-23-8) + Clemastine (7723-51-5,15686-51-8,61826-27-5,61826-28-6,61826-31-1,63813-90-1,63813-91-2) → 2-(1-methyl-2-pyrrolidine)ethanol (67004-64-2) + 1-(4-chloro-phenyl)-1-phenyl-ethanol (59767-24-7) + 1-Phenyl-1-(4-chlorphenyl)-ethylenglycol (28523-14-0) + N-methyl-2-vinylpyrrolidine (85151-07-1) + 4-chlorobenzophenone (134-85-0) + 1-Phenyl-1-(4-chlorphenyl)-1-n-propoxyethan (117932-40-8)

Guidance literature:

With sodium hydroxide; for 53h; Heating; further time and temp.; also without n-propanol, with H₂O or HCl addition;

Downstream raw materials:

2-(1-methyl-2-pyrrolidine)ethanol

1-(4-chloro-phenyl)-1-phenyl-ethanol

1-Phenyl-1-(4-chlorphenyl)-ethylenglycol

N-methyl-2-vinylpyrrolidine