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Meclizine
Also known as: Meclizine hydrochloride, Meclizine dihydrochloride monohydrate, 31884-77-2, Postafen, Agyrax, Bonamine
Molecular Formula
C25H31Cl3N2O
Molecular Weight
481.9  g/mol
InChI Key
KDLHYOMCWBWLMM-UHFFFAOYSA-N
FDA UNII
HDP7W44CIO

A histamine H1 antagonist used in the treatment of motion sickness, vertigo, and nausea during pregnancy and radiation sickness.
1 2D Structure

Meclizine

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
1-[(4-chlorophenyl)-phenylmethyl]-4-[(3-methylphenyl)methyl]piperazine;hydrate;dihydrochloride
2.1.2 InChI
InChI=1S/C25H27ClN2.2ClH.H2O/c1-20-6-5-7-21(18-20)19-27-14-16-28(17-15-27)25(22-8-3-2-4-9-22)23-10-12-24(26)13-11-23;;;/h2-13,18,25H,14-17,19H2,1H3;2*1H;1H2
2.1.3 InChI Key
KDLHYOMCWBWLMM-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CC1=CC(=CC=C1)CN2CCN(CC2)C(C3=CC=CC=C3)C4=CC=C(C=C4)Cl.O.Cl.Cl
2.2 Other Identifiers
2.2.1 UNII
HDP7W44CIO
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Agyrax

2. Antivert

3. Bonamine

4. Bonine

5. Chiclida

6. D Vert

7. D-vert

8. Dihydrochloride, Meclizine

9. Dvert

10. Histametizyn

11. Hydrochloride, Meclizine

12. Meclizine

13. Meclizine Dihydrochloride

14. Meclizine Hydrochloride

15. Meclizine Monohydrochloride

16. Meclozine

17. Monohydrochloride, Meclizine

18. Parachloramine

19. Ru Vert M

20. Ru-vert-m

2.3.2 Depositor-Supplied Synonyms

1. Meclizine Hydrochloride

2. Meclizine Dihydrochloride Monohydrate

3. 31884-77-2

4. Postafen

5. Agyrax

6. Bonamine

7. Hdp7w44cio

8. Meclozine Hydrochloride Monohydrate

9. Ucb-5062

10. 1-[(4-chlorophenyl)-phenylmethyl]-4-[(3-methylphenyl)methyl]piperazine;hydrate;dihydrochloride

11. Nsc-757094

12. Piperazine, 1-((4-chlorophenyl)phenylmethyl)-4-((3-methylphenyl)methyl)-, Dihydrochloride, Monohydrate

13. Mfcd00941489

14. Meclizine Hcl Hydrate

15. Nsc-28728

16. Unii-hdp7w44cio

17. Antivert (tn)

18. Chembl3989555

19. Chebi:31805

20. Dtxsid30953792

21. Meclizine Hydrochloride (jan/usp)

22. Meclizine Hydrochloride [usp:jan]

23. Bcp13363

24. Meclizine Hydrochloride [jan]

25. Meclizine Hydrochloride [vandf]

26. Nsc 757094

27. 1-(p-chloro-alpha-phenylbenzyl)-4-(m-methylbenzyl)piperazine Dihydrochloride Monohydrate

28. Meclizine Hydrochloride [usp-rs]

29. As-13740

30. Meclizine Hydrochloride [orange Book]

31. D01317

32. Meclizine Hydrochloride [usp Monograph]

33. A821043

34. Meclizine Dihydrochloride Monohydrate [mi]

35. (+/-)-meclizine Dihydrochloride Monohydrate

36. Meclozine Hydrochloride Monohydrate [who-dd]

37. Meclizine Dihydrochloride Monohydrate, (+/-)-

38. Q27279880

39. 1-((4-chlorophenyl)(phenyl)methyl)-4-(3-methylbenzyl)piperazine Dihydrochloride Hydrate

40. 1-((4-chlorophenyl)(phenyl)methyl)-4-(3-methylbenzyl)piperazinedihydrochloridehydrate

41. 1-(p-chloro-alpha-phenylbenzyl)-4-(m-methylbenzyl) Piperazine Dihydrochloride Monohydrate

42. 1-(p-chloro-.alpha.-phenylbenzyl)-4-(m-methylbenzyl)piperazine Dihydrochloride Monohydrate

43. 1-[(4-chlorophenyl)(phenyl)methyl]-4-[(3-methylphenyl)methyl]piperazine--hydrogen Chloride--water (1/2/1)

44. 1-[(4-chlorophenyl)-phenyl-methyl]-4-(m-tolylmethyl)piperazine Hydrate Dihydrochloride;meclizine Dihydrochloride Monohydrate

45. 1-[(4-chlorophenyl)phenylmethyl]-4-[(3-methylphenyl)methyl]piperazine Dihydrochloride Hydrate

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 481.9 g/mol
Molecular Formula C25H31Cl3N2O
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count3
Rotatable Bond Count5
Exact Mass480.150197 g/mol
Monoisotopic Mass480.150197 g/mol
Topological Polar Surface Area7.5 Ų
Heavy Atom Count31
Formal Charge0
Complexity448
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count4
4 Drug and Medication Information
4.1 Drug Information
1 of 1  
Drug NameMECLIZINE HYDROCHLORIDE
Active IngredientMECLIZINE HYDROCHLORIDE
CompanyAMNEAL PHARMS (Application Number: A201451); EPIC PHARMA LLC (Application Number: A200294); JUBILANT CADISTA (Application Number: A040659); MYLAN PHARMS INC (Application Number: A202640); PAR PHARM (Application Number: A087127); PAR PHARM (Application Number: A087128); SANDOZ (Application Number: A084092); SANDOZ (Application Number: A084843)

5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Anti-Allergic Agents

Agents that are used to treat allergic reactions. Most of these drugs act by preventing the release of inflammatory mediators or inhibiting the actions of released mediators on their target cells. (From AMA Drug Evaluations Annual, 1994, p475) (See all compounds classified as Anti-Allergic Agents.)


Antiemetics

Drugs used to prevent NAUSEA or VOMITING. (See all compounds classified as Antiemetics.)


Histamine H1 Antagonists

Drugs that selectively bind to but do not activate histamine H1 receptors, thereby blocking the actions of endogenous histamine. Included here are the classical antihistaminics that antagonize or prevent the action of histamine mainly in immediate hypersensitivity. They act in the bronchi, capillaries, and some other smooth muscles, and are used to prevent or allay motion sickness, seasonal rhinitis, and allergic dermatitis and to induce somnolence. The effects of blocking central nervous system H1 receptors are not as well understood. (See all compounds classified as Histamine H1 Antagonists.)


Cholinergic Antagonists

Drugs that bind to but do not activate CHOLINERGIC RECEPTORS, thereby blocking the actions of ACETYLCHOLINE or cholinergic agonists. (See all compounds classified as Cholinergic Antagonists.)


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
Emesis Suppression [PE]; Antiemetic [EPC]
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  • TABLET;ORAL - 12.5MG
  • TABLET;ORAL - 25MG
  • TABLET;ORAL - 50MG
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