14976-57-9 Usage
Description
Clemastine fumarate, also known as Tavist, is a dextrorotatory compound with two chiral centers, each having the (R) absolute configuration. It is a member of the ethanolamine series and is characterized by its long duration of action, reaching maximum activity in 5 to 7 hours and persisting for 10 to 12 hours. Clemastine fumarate is a white solid and is closely related to chlorphenoxamine, which is used for its central cholinergic-blocking activity. It is an antihistamine with antimuscarinic and moderate sedative properties.
Uses
1. Used in Pharmaceutical Industry:
Clemastine fumarate is used as an H1 histamine receptor antagonist for the symptomatic relief of allergic conditions such as rhinitis, urticaria, conjunctivitis, and pruritic skin conditions. It is particularly effective in inhibiting histamine-induced bronchoconstriction in asthma and airway hyperresponsiveness.
2. Used in Anti-inflammatory Applications:
Clemastine fumarate is used as an anti-inflammatory agent, helping to reduce inflammation and alleviate symptoms associated with allergic reactions.
3. Used in Allergy Treatment:
Clemastine fumarate is used as an antihistaminic agent for the treatment of allergic reactions, providing relief from symptoms such as itching, redness, and swelling.
4. Used in Muscarinic Receptor Antagonism:
Clemastine fumarate is used as a selective histamine H1 receptor antagonist with high affinity for muscarinic receptors, making it useful in treating conditions where muscarinic receptor antagonism is beneficial.
5. Used in P2X7 Receptor Modulation:
Clemastine fumarate has been identified as a positive allosteric modulator of P2X7 receptor signaling, which may have potential applications in various therapeutic areas.
6. Used in Sedation:
Due to its moderate sedative properties, Clemastine fumarate can be used to provide a calming effect in certain situations where sedation is required.
Brand Name:
Tavist (Novartis) is the brand name under which Clemastine fumarate is marketed.
Originator
Tavegyl,Sandoz,France,1967
Manufacturing Process
9.9 g of α-methyl-p-chlorobenzhydrol are added to a suspension of 2.3 g of
powdered sodamide in 30 cc of benzene. Subsequently 7.4 g of Nmethylpyrrolidyl-(2)-ethyl chloride are added and the solution is heated to the
boil at reflux for 20 hours. Then shaking is first effected with water and then 4
times each time with 25 cc of 2 N hydrochloric acid. The acid extracts are
made alkaline with potassium hydroxide solution while cooling strongly, and
the precipitated oil is extracted with ether. After drying of the ethereal solution
over potassium carbonate, the solvent is evaporated and the residue is
fractionally distilled in a high vacuum, whereby N-methyl-2-[2'-(α-methyl-pchlorobenzhydryloxy)-ethyl]-pyrrolidine boils over at 154°C/0.02 mm Hg. The
base is converted to the fumarate by reaction with fumaric acid.
Therapeutic Function
Antihistaminic
Biological Activity
H 1 -receptor antagonist. Clinically-used antihistamine.
Biochem/physiol Actions
Clemastine fumarate is an antihistamine H1-antagonist and anticholinergic that also has antipruritic activity.
Veterinary Drugs and Treatments
Clemastine may be used for symptomatic relief of histamine1-related
allergic conditions.
Check Digit Verification of cas no
The CAS Registry Mumber 14976-57-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,4,9,7 and 6 respectively; the second part has 2 digits, 5 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 14976-57:
(7*1)+(6*4)+(5*9)+(4*7)+(3*6)+(2*5)+(1*7)=139
139 % 10 = 9
So 14976-57-9 is a valid CAS Registry Number.
InChI:InChI=1/C21H26ClNO.C4H4O4/c1-21(17-7-4-3-5-8-17,18-10-12-19(22)13-11-18)24-16-14-20-9-6-15-23(20)2;5-3(6)1-2-4(7)8/h3-5,7-8,10-13,20H,6,9,14-16H2,1-2H3;1-2H,(H,5,6)(H,7,8)/b;2-1+/t20-,21-;/m1./s1
