Chlorcyclizine

Chlorcyclizine
Clinical data
AHFS/Drugs.com	International Drug Names
MedlinePlus	a682619
Routes of; administration	Oral
ATC code	R06AE04 (WHO) ;
Legal status
Legal status	In general: ℞ (Prescription only);
Identifiers
	IUPAC name 1-[(4-Chlorophenyl)(phenyl)methyl]-4-methylpiperazine;
CAS Number	82-93-9 ;
PubChem CID	2710;
ChemSpider	2609 ;
UNII	M26C4IP44P;
ChEMBL	ChEMBL22150 ;
CompTox Dashboard (EPA)	DTXSID9048011 ;
ECHA InfoCard	100.001.315
Chemical and physical data
Formula	C18H21ClN2
Molar mass	300.83 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES Clc1ccc(cc1)C(c2ccccc2)N3CCN(CC3)C;
	InChI InChI=1S/C18H21ClN2/c1-20-11-13-21(14-12-20)18(15-5-3-2-4-6-15)16-7-9-17(19)10-8-16/h2-10,18H,11-14H2,1H3 ; Key:WFNAKBGANONZEQ-UHFFFAOYSA-N ;
	(verify)

Chlorcyclizine (Di-Paralene, Mantadil, Pruresidine, Trihistan) is a first-generation antihistamine of the diphenylmethylpiperazine group marketed in the United States and certain other countries.^[1]^[2]^[3] It is used primarily to treat allergy symptoms such as rhinitis, urticaria, and pruritus, and may also be used as an antiemetic.^[1]^[2]^[3] In addition to its antihistamine effects, chlorcyclizine has some anticholinergic, antiserotonergic, and local anesthetic properties.^[4]^[5] It has been studied as a potential treatment for various flaviviruses like hepatitis C and Zika virus.^[6]^[7]^[8]

References

^ ^a ^b Swiss Pharmaceutical Society (2000). Index Nominum 2000: International Drug Directory (Book with CD-ROM). Boca Raton: Medpharm Scientific Publishers. ISBN 3-88763-075-0.
^ ^a ^b Triggle DJ (1996). Dictionary of Pharmacological Agents. Boca Raton: Chapman & Hall/CRC. ISBN 0-412-46630-9.
^ ^a ^b Hall JA, Morton I (1999). Concise dictionary of pharmacological agents: properties and synonyms. Kluwer Academic. ISBN 0-7514-0499-3.
^ Dorland Staff (2008). Dorland Dictionnaire Medical Bilingue Francais-anglais / Anglais-francais: + E-book a Telecharger (French ed.). Elsevier (Educa Books). ISBN 978-2-84299-899-8.
^ Rogóz Z, Skuza G, Sowińska H (November 1981). "The effect of the antihistaminic drugs on the central action of 5-hydroxytryptophan in mice". Polish Journal of Pharmacology and Pharmacy. 33 (4): 459–465. PMID 6120505.
^ He S, Lin B, Chu V, Hu Z, Hu X, Xiao J, et al. (April 2015). "Repurposing of the antihistamine chlorcyclizine and related compounds for treatment of hepatitis C virus infection". Science Translational Medicine. 7 (282): 282ra49. doi:10.1126/scitranslmed.3010286. PMC 6420960. PMID 25855495.
^ Chamoun-Emanuelli AM, Pécheur EI, Chen Z (September 2014). "Benzhydrylpiperazine compounds inhibit cholesterol-dependent cellular entry of hepatitis C virus". Antiviral Research. 109: 141–148. doi:10.1016/j.antiviral.2014.06.014. PMID 25019406.
^ Santos FR, Nunes DA, Lima WG, Davyt D, Santos LL, Taranto AG, Ferreira JM (February 2020). "Identification of Zika Virus NS2B-NS3 Protease Inhibitors by Structure-Based Virtual Screening and Drug Repurposing Approaches". Journal of Chemical Information and Modeling. 60 (2): 731–737. doi:10.1021/acs.jcim.9b00933. PMID 31850756. S2CID 209409716.

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[isbn3-88763-075-0-1] Swiss Pharmaceutical Society (2000). Index Nominum 2000: International Drug Directory (Book with CD-ROM). Boca Raton: Medpharm Scientific Publishers. ISBN 3-88763-075-0.

[isbn0-412-46630-9-2] Triggle DJ (1996). Dictionary of Pharmacological Agents. Boca Raton: Chapman & Hall/CRC. ISBN 0-412-46630-9.

[isbn0-7514-0499-3-3] Hall JA, Morton I (1999). Concise dictionary of pharmacological agents: properties and synonyms. Kluwer Academic. ISBN 0-7514-0499-3.

[isbn2-84299-899-5-4] Dorland Staff (2008). Dorland Dictionnaire Medical Bilingue Francais-anglais / Anglais-francais: + E-book a Telecharger (French ed.). Elsevier (Educa Books). ISBN 978-2-84299-899-8.

[pmid6120505-5] Rogóz Z, Skuza G, Sowińska H (November 1981). "The effect of the antihistaminic drugs on the central action of 5-hydroxytryptophan in mice". Polish Journal of Pharmacology and Pharmacy. 33 (4): 459–465. PMID 6120505.

[6] He S, Lin B, Chu V, Hu Z, Hu X, Xiao J, et al. (April 2015). "Repurposing of the antihistamine chlorcyclizine and related compounds for treatment of hepatitis C virus infection". Science Translational Medicine. 7 (282): 282ra49. doi:10.1126/scitranslmed.3010286. PMC 6420960. PMID 25855495.

[7] Chamoun-Emanuelli AM, Pécheur EI, Chen Z (September 2014). "Benzhydrylpiperazine compounds inhibit cholesterol-dependent cellular entry of hepatitis C virus". Antiviral Research. 109: 141–148. doi:10.1016/j.antiviral.2014.06.014. PMID 25019406.

[SantosNunes2019-8] Santos FR, Nunes DA, Lima WG, Davyt D, Santos LL, Taranto AG, Ferreira JM (February 2020). "Identification of Zika Virus NS2B-NS3 Protease Inhibitors by Structure-Based Virtual Screening and Drug Repurposing Approaches". Journal of Chemical Information and Modeling. 60 (2): 731–737. doi:10.1021/acs.jcim.9b00933. PMID 31850756. S2CID 209409716.

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Chlorcyclizine

See also

References

zproxy.org