Bamipine

Bamipine
Clinical data
Trade names	Soventol
AHFS/Drugs.com	International Drug Names
Routes of; administration	Oral?, topical
ATC code	D04AA15 (WHO) R06AX01 (WHO);
Identifiers
	IUPAC name N-benzyl-1-methyl-N-phenyl-piperidin-4-amine;
CAS Number	4945-47-5 ;
PubChem CID	72075;
ChemSpider	65061 ;
UNII	Y6BHZ28O92;
KEGG	D07197 ;
ChEMBL	ChEMBL520400 ;
CompTox Dashboard (EPA)	DTXSID5057751 ;
ECHA InfoCard	100.023.261
Chemical and physical data
Formula	C19H24N2
Molar mass	280.415 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES N(c1ccccc1)(Cc2ccccc2)C3CCN(C)CC3;
	InChI InChI=1S/C19H24N2/c1-20-14-12-19(13-15-20)21(18-10-6-3-7-11-18)16-17-8-4-2-5-9-17/h2-11,19H,12-16H2,1H3 ; Key:VZSXTYKGYWISGQ-UHFFFAOYSA-N ;
	(verify)

Bamipine (trade name Soventol)^[1] is a pharmaceutical drug acting as an H₁ antihistamine with anticholinergic properties.^[2] It is used as an antipruritic ointment.^[3] No oral use is known.^[4]

Adverse effects

Side effects are typical of an old (first-generation) antihistamine: tiredness in adults, agitation in children, mydriasis (dilation of the pupils). These effects are rare when bamipine is applied topically as an ointment. Allergic and hypersensitivity reactions are also rare. Acute eczema can be worsened by bamipine ointment.^[5]

Contraindications and interactions

No clinically relevant contraindications or interactions with other drugs are known.^[5]

Pharmacology

Pharmacokinetics

When applied topically, the maximal effect is reached after 20 to 60 minutes and lasts up to 48 hours. Bamipine is not absorbed through intact skin in relevant doses.^[5]

References

^ Publishing, William Andrew (2013-10-22). Pharmaceutical Manufacturing Encyclopedia, 3rd Edition. Elsevier. p. 523. ISBN 978-0-8155-1856-3.
^ Vardanyan RS (2017). "Chapter 5: 4-Substituted and 1,4-Disubstituted Piperidines". Piperidine-based drug discovery. Amsterdam, Netherlands. p. 191. ISBN 978-0-12-813428-3.{{cite book}}: CS1 maint: location missing publisher (link)
^ WO 0236163, Pairet M, Pieper MP, Meade CJ, Schmelzer C, "Pharmaceutical compositions containing tiotropium salts and antihistamines and their use", published 10 May 2002, assigned to Boehringer Ingelheim
^ International Drug Names: Bamipine.
^ ^a ^b ^c Haberfeld H, ed. (2015). Austria-Codex (in German). Vienna: Österreichischer Apothekerverlag. Soventol-Gel.

[1] Publishing, William Andrew (2013-10-22). Pharmaceutical Manufacturing Encyclopedia, 3rd Edition. Elsevier. p. 523. ISBN 978-0-8155-1856-3.

[2] Vardanyan RS (2017). "Chapter 5: 4-Substituted and 1,4-Disubstituted Piperidines". Piperidine-based drug discovery. Amsterdam, Netherlands. p. 191. ISBN 978-0-12-813428-3.{{cite book}}: CS1 maint: location missing publisher (link)

[3] WO 0236163, Pairet M, Pieper MP, Meade CJ, Schmelzer C, "Pharmaceutical compositions containing tiotropium salts and antihistamines and their use", published 10 May 2002, assigned to Boehringer Ingelheim

[4] International Drug Names: Bamipine.

[AC-5] Haberfeld H, ed. (2015). Austria-Codex (in German). Vienna: Österreichischer Apothekerverlag. Soventol-Gel.

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v t e Antipruritics (D04)
Antihistamines for topical use	Bamipine Chloropyramine Chlorphenoxamine Clemastine Dimetindene Diphenhydramine Isothipendyl Mepyramine Pheniramine Promethazine Thenalidine Thonzylamine Tolpropamine Tripelennamine
Anesthetics for topical use	Benzocaine Cinchocaine Dibucaine Lidocaine Oxybuprocaine Pramocaine Quinisocaine Tetracaine
Others	Corticosteroids (e.g., hydrocortisone) Counterirritants (e.g., mint oil, menthol, camphor) Difelikefalin Doxepin Nalfurafine

v t e Antihistamines (R06)
Benzimidazoles (*)	Astemizole Azelastine Bilastine Emedastine Mizolastine Talastine
Diarylmethanes	Diarylmethoxyalkylamines: Bromazine (bromodiphenhydramine) Carbinoxamine Chlorphenoxamine Clemastine Diphenhydramine (+naproxen) Diphenylpyraline Doxylamine Ebastine Orphenadrine Diphenylmethanolpiperidines: Fexofenadine Terfenadine Diphenylmethylpiperazines: Buclizine Cetirizine Levocetirizine Chlorcyclizine Cinnarizine Cyclizine Etodroxizine Hydroxyzine Meclizine Oxatomide Phenylpyridinylpropanamines: Brompheniramine Chlorphenamine Dexbrompheniramine (+pseudoephedrine) Dexchlorpheniramine (+betamethasone) Pheniramine Others: Acrivastine Bamipine Dimetindene Phenyltoloxamine Pyrrobutamine Quifenadine Triprolidine
Ethylenediamines	Antazoline Chloropyramine Histapyrrodine Mepyramine (pyrilamine) Methapyrilene Phenbenzamine Thenalidine Tripelennamine (pyribenzamine)
Tricyclics	Dibenzocycloheptenes: Antidepressants (e.g., amitriptyline) Azatadine Cyproheptadine Deptropine Desloratadine Ketotifen Loratadine Rupatadine Phenothiazines: Alimemazine Fenethazine Hydroxyethylpromethazine Isothipendyl Mequitazine Methdilazine Oxomemazine Promethazine Others: Antidepressants (e.g., doxepin, mirtazapine, trimipramine) Epinastine Latrepirdine Mebhydrolin Olopatadine Perlapine Phenindamine Pimethixene
Others	Phenylpiperazines: Antidepressants (e.g., trazodone) Phenbenzamine
For topical use	Bamipine Chloropyramine Chlorphenoxamine Clemastine Dimetindene Diphenhydramine Doxepin Isothipendyl Mepyramine (pyrilamine) Promethazine