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clemastine
2-[(2R)-1-Methylpyrrolidin-2-yl]ethanol in which the hydrogen of the hydroxy group is substituted by a 1-(4-chlorophenyl)-1-phenylethyl group (R configuration). An antihistamine with antimuscarinic and moderate sedative properties, it is used as its fumarate salt for the symptomatic relief of allergic conditions such as rhinitis, urticaria, conjunctivitis and in pruritic (severe itching) skin conditions.


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03. Biological Effects of Specific Chemicals: pharmacological uses [CHEBI:52210] > neurotransmitter agent [CHEBI:35942] > histaminergic drug [CHEBI:37957] > histamine antagonist [CHEBI:37956] > H1-receptor antagonist [CHEBI:37955]
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03. Biological Effects of Specific Chemicals 
03. Biological Effects of Specific Chemicals
 pharmacological uses [CHEBI:52210] (736) 
 neurotransmitter agent [CHEBI:35942] (471) 
 histaminergic drug [CHEBI:37957] (94) 
 histamine antagonist [CHEBI:37956] (87) 
 H1-receptor antagonist [CHEBI:37955] (57) 
 clemastine [CHEBI:3738] (1)
 cholinergic drug [CHEBI:38323] (108) 
 cholinergic antagonist [CHEBI:48873] (84) 
 muscarinic antagonist [CHEBI:48876] (61) 
 clemastine [CHEBI:3738] (1)
05. Industrial Uses 
05. Industrial Uses
 pharmaceutical [CHEBI:52217] (1978) 
 drug [CHEBI:23888] (1930) 
 dermatologic drug [CHEBI:50177] (49) 
 antipruritic drug [CHEBI:59683] (18) 
 clemastine [CHEBI:3738] (1)
 anti-allergic agent [CHEBI:50857] (51) 
 clemastine [CHEBI:3738] (1)
08. Chemical Category 
08. Chemical Category
 main group molecular entity [CHEBI:33579] (25650) 
 p-block molecular entity [CHEBI:33675] (25343) 
 pnictogen molecular entity [CHEBI:33302] (10027) 
 nitrogen molecular entity [CHEBI:51143] (7930) 
 organonitrogen compound [CHEBI:35352] (6705) 
 organonitrogen heterocyclic compound [CHEBI:38101] (3202) 
 pyrrolidines [CHEBI:38260] (159) 
 N-alkylpyrrolidine [CHEBI:46775] (24) 
 clemastine [CHEBI:3738] (1)
 carbon group molecular entity [CHEBI:33582] (23847) 
 organic molecular entity [CHEBI:50860] (23769) 
 heteroorganic entity [CHEBI:33285] (15197) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 organic heteromonocyclic compound [CHEBI:25693] (2004) 
 pyrrolidines [CHEBI:38260] (159) 
 N-alkylpyrrolidine [CHEBI:46775] (24) 
 clemastine [CHEBI:3738] (1)
 organonitrogen heterocyclic compound [CHEBI:38101] (3202) 
 pyrrolidines [CHEBI:38260] (159) 
 N-alkylpyrrolidine [CHEBI:46775] (24) 
 clemastine [CHEBI:3738] (1)
 organonitrogen compound [CHEBI:35352] (6705) 
 organonitrogen heterocyclic compound [CHEBI:38101] (3202) 
 pyrrolidines [CHEBI:38260] (159) 
 N-alkylpyrrolidine [CHEBI:46775] (24) 
 clemastine [CHEBI:3738] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic cyclic compound [CHEBI:33832] (7633) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 organic heteromonocyclic compound [CHEBI:25693] (2004) 
 pyrrolidines [CHEBI:38260] (159) 
 N-alkylpyrrolidine [CHEBI:46775] (24) 
 clemastine [CHEBI:3738] (1)
 organonitrogen heterocyclic compound [CHEBI:38101] (3202) 
 pyrrolidines [CHEBI:38260] (159) 
 N-alkylpyrrolidine [CHEBI:46775] (24) 
 clemastine [CHEBI:3738] (1)
 polyatomic entity [CHEBI:36357] (18777) 
 molecule [CHEBI:25367] (11520) 
 cyclic compound [CHEBI:33595] (7817) 
 monocyclic compound [CHEBI:33661] (2007) 
 heteromonocyclic compound [CHEBI:33670] (2004) 
 organic heteromonocyclic compound [CHEBI:25693] (2004) 
 pyrrolidines [CHEBI:38260] (159) 
 N-alkylpyrrolidine [CHEBI:46775] (24) 
 clemastine [CHEBI:3738] (1)
 organic cyclic compound [CHEBI:33832] (7633) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 organic heteromonocyclic compound [CHEBI:25693] (2004) 
 pyrrolidines [CHEBI:38260] (159) 
 N-alkylpyrrolidine [CHEBI:46775] (24) 
 clemastine [CHEBI:3738] (1)
 organonitrogen heterocyclic compound [CHEBI:38101] (3202) 
 pyrrolidines [CHEBI:38260] (159) 
 N-alkylpyrrolidine [CHEBI:46775] (24) 
 clemastine [CHEBI:3738] (1)
 heterocyclic compound [CHEBI:5686] (5275) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 organic heteromonocyclic compound [CHEBI:25693] (2004) 
 pyrrolidines [CHEBI:38260] (159) 
 N-alkylpyrrolidine [CHEBI:46775] (24) 
 clemastine [CHEBI:3738] (1)
 organonitrogen heterocyclic compound [CHEBI:38101] (3202) 
 pyrrolidines [CHEBI:38260] (159) 
 N-alkylpyrrolidine [CHEBI:46775] (24) 
 clemastine [CHEBI:3738] (1)
 heteromonocyclic compound [CHEBI:33670] (2004) 
 organic heteromonocyclic compound [CHEBI:25693] (2004) 
 pyrrolidines [CHEBI:38260] (159) 
 N-alkylpyrrolidine [CHEBI:46775] (24) 
 clemastine [CHEBI:3738] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic cyclic compound [CHEBI:33832] (7633) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 organic heteromonocyclic compound [CHEBI:25693] (2004) 
 pyrrolidines [CHEBI:38260] (159) 
 N-alkylpyrrolidine [CHEBI:46775] (24) 
 clemastine [CHEBI:3738] (1)
 organonitrogen heterocyclic compound [CHEBI:38101] (3202) 
 pyrrolidines [CHEBI:38260] (159) 
 N-alkylpyrrolidine [CHEBI:46775] (24) 
 clemastine [CHEBI:3738] (1)
ChEBI Compound Accession Identifier  [CHEBI:3738]
ChEBI Compound Description  2-[(2R)-1-Methylpyrrolidin-2-yl]ethanol in which the hydrogen of the hydroxy group is substituted by a 1-(4-chlorophenyl)-1-phenylethyl group (R configuration). An antihistamine with antimuscarinic and moderate sedative properties, it is used as its fumarate salt for the symptomatic relief of allergic conditions such as rhinitis, urticaria, conjunctivitis and in pruritic (severe itching) skin conditions.
ChEBI Compound Identification Number  3738
ChEBI InChI Value  InChI=1S/C21H26ClNO/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/h3-5,7-8,10-13,20H,6,9,14-16H2,1-2H3/t20-,21-/m1/s1
ChEBI InChIKey Value  YNNUSGIPVFPVBX-NHCUHLMSSA-N
ChEBI Compound Name  clemastine
ChEBI SMILES Value  [H][C@@]1(CCCN1C)CCO[C@](C)(c1ccccc1)c1ccc(Cl)cc1
ChEBI Substance ID  96079549
ChEBI URL  ChEBI:3738
ChemSpider ID  25129
Ontomatica Chemical Accession Key (OnChAKey)  YNNUSGIPVFPVBX_NHCUHLMSSA_N_000_000000
PubChem Compound ID  26987