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Domperidone Maleate

Synopsis, Chemistry

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Also known as: 83898-65-1, 99497-03-7, 899u5wf46a, 5-chloro-1-[1-[3-(2,3-dihydro-2-oxo-1h-benzimidazol-1-yl)propyl]piperidin-4-yl]-1,3-dihydro-2h-benzimidazol-2-one maleate, (z)-but-2-enedioic acid;6-chloro-3-[1-[3-(2-oxo-3h-benzimidazol-1-yl)propyl]piperidin-4-yl]-1h-benzimidazol-2-one, Prestwick-06g02

Molecular Formula

C₂₆H₂₈ClN₅O₆

Molecular Weight

542.0 g/mol

InChI Key

OAUUYDZHCOULIO-BTJKTKAUSA-N

FDA UNII

899U5WF46A

A specific blocker of dopamine receptors. It speeds gastrointestinal peristalsis, causes prolactin release, and is used as antiemetic and tool in the study of dopaminergic mechanisms.

1 2D Structure

Domperidone Maleate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(Z)-but-2-enedioic acid;6-chloro-3-[1-[3-(2-oxo-3H-benzimidazol-1-yl)propyl]piperidin-4-yl]-1H-benzimidazol-2-one

2.1.2 InChI

InChI=1S/C22H24ClN5O2.C4H4O4/c23-15-6-7-20-18(14-15)25-22(30)28(20)16-8-12-26(13-9-16)10-3-11-27-19-5-2-1-4-17(19)24-21(27)29;5-3(6)1-2-4(7)8/h1-2,4-7,14,16H,3,8-13H2,(H,24,29)(H,25,30);1-2H,(H,5,6)(H,7,8)/b;2-1-

2.1.3 InChI Key

OAUUYDZHCOULIO-BTJKTKAUSA-N

2.1.4 Canonical SMILES

C1CN(CCC1N2C3=C(C=C(C=C3)Cl)NC2=O)CCCN4C5=CC=CC=C5NC4=O.C(=CC(=O)O)C(=O)O

2.1.5 Isomeric SMILES

C1CN(CCC1N2C3=C(C=C(C=C3)Cl)NC2=O)CCCN4C5=CC=CC=C5NC4=O.C(=C\C(=O)O)\C(=O)O

2.2 Other Identifiers

2.2.1 UNII

899U5WF46A

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Apo Domperidone

2. Apo-domperidone

3. Domidon

4. Domperidon

5. Domperidon Al

6. Domperidon Hexal

7. Domperidon Stada

8. Domperidon Teva

9. Domperidon-teva

10. Domperidona Gamir

11. Domperidone

12. Domperidone Maleate (1:1)

13. Domperidone Monohydrochloride

14. Gamir, Domperidona

15. Gastrocure

16. Hexal, Domperidon

17. Maleate, Domperidone

18. Monohydrochloride, Domperidone

19. Motilium

20. Nauzelin

21. Novo Domperidone

22. Novo-domperidone

23. Nu Domperidone

24. Nu-domperidone

25. Pridys

26. Pms Domperidone

27. Pms-domperidone

28. R-33,812

29. R-33812

30. R33,812

31. R33812

32. Ratio Domperidone

33. Ratio-domperidone

34. Stada, Domperidon

2.3.2 Depositor-Supplied Synonyms

1. 83898-65-1

2. 99497-03-7

3. 899u5wf46a

4. 5-chloro-1-[1-[3-(2,3-dihydro-2-oxo-1h-benzimidazol-1-yl)propyl]piperidin-4-yl]-1,3-dihydro-2h-benzimidazol-2-one Maleate

5. (z)-but-2-enedioic Acid;6-chloro-3-[1-[3-(2-oxo-3h-benzimidazol-1-yl)propyl]piperidin-4-yl]-1h-benzimidazol-2-one

6. Prestwick-06g02

7. Chebi:59812

8. 2h-benzimidazol-2-one,5-chloro-1-[1-[3-(2,3-dihydro-2-oxo-1h-benzimidazol-1-yl)propyl]-4-piperidinyl]-1,3-dihydro-, (2z)-2-butenedioate

9. 5-chloro-1-(1-(3-(2,3-dihydro-2-oxo-1h-benzimidazol-1-yl)propyl)piperidin-4-yl)-1,3-dihydro-2h-benzimidazol-2-one Maleate

10. Unii-899u5wf46a

11. Domperidone (tn)

12. Einecs 281-277-7

13. Schembl447643

14. Chembl3436365

15. Domperidone (as Maleate)

16. Hy-b0411a

17. Dtxsid901019221

18. Domperidone Maleate [mart.]

19. Zda49703

20. Domperidone Maleate [who-dd]

21. Mfcd07370074

22. Akos025312518

23. Ncgc00017157-01

24. 5-chloro-1-(1-(3-(2-oxo-2,3-dihydro-1h-benzo[d]imidazol-1-yl)propyl)piperidin-4-yl)-1h-benzo[d]imidazol-2(3h)-one Maleate

25. Domperidone Maleate [ep Monograph]

26. Cs-0013583

27. D07868

28. 497d037

29. Q27126907

30. 5-chloro-1-(1-(3-(2-oxobenzimidazolin-1-yl)propyl)-4-piperidyl)benzimidazolin-2-one Maleate

2.4 Create Date

2006-05-30

3 Chemical and Physical Properties

Molecular Formula	C₂₆H₂₈ClN₅O₆
Molecular Weight	542.0 g/mol
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	7
Exact Mass	541.1728113 g/mol
Monoisotopic Mass	541.1728113 g/mol
Topological Polar Surface Area	143 Å²
Heavy Atom Count	38
Formal Charge	0
Complexity	774
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	1
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Antiemetics

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

Dopamine Antagonists

Drugs that bind to but do not activate DOPAMINE RECEPTORS, thereby blocking the actions of dopamine or exogenous agonists. Many drugs used in the treatment of psychotic disorders (ANTIPSYCHOTIC AGENTS) are dopamine antagonists, although their therapeutic effects may be due to long-term adjustments of the brain rather than to the acute effects of blocking dopamine receptors. Dopamine antagonists have been used for several other clinical purposes including as ANTIEMETICS, in the treatment of Tourette syndrome, and for hiccup. Dopamine receptor blockade is associated with NEUROLEPTIC MALIGNANT SYNDROME. (See all compounds classified as Dopamine Antagonists.)