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Chemistry

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Also known as: 66564-14-5, Paxapride, Cidine, Cinitapride [inn], Cinitapride hydrogen tartrate, 4-amino-n-[1-(cyclohex-3-en-1-ylmethyl)piperidin-4-yl]-2-ethoxy-5-nitrobenzamide

Molecular Formula

C₂₁H₃₀N₄O₄

Molecular Weight

402.5 g/mol

InChI Key

ZDLBNXXKDMLZMF-UHFFFAOYSA-N

FDA UNII

R8I97I2L24

Cinitapride is a gastroprokinetic agent and antiulcer benzamide with agonist activity at 5-HT1 and 5-HT4 receptors and antagonist activity at 5-HT2 receptors. It is marketed in Spain and Mexico.

1 2D Structure

Cinitapride

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

4-amino-N-[1-(cyclohex-3-en-1-ylmethyl)piperidin-4-yl]-2-ethoxy-5-nitrobenzamide

2.1.2 InChI

InChI=1S/C21H30N4O4/c1-2-29-20-13-18(22)19(25(27)28)12-17(20)21(26)23-16-8-10-24(11-9-16)14-15-6-4-3-5-7-15/h3-4,12-13,15-16H,2,5-11,14,22H2,1H3,(H,23,26)

2.1.3 InChI Key

ZDLBNXXKDMLZMF-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CCOC1=CC(=C(C=C1C(=O)NC2CCN(CC2)CC3CCC=CC3)[N+](=O)[O-])N

2.2 Other Identifiers

2.2.1 UNII

R8I97I2L24

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 4-amino-n-(1-(3-cyclohexen-1-ylmethyl)-4-piperidyl)-2-ethoxy-5-nitrobenzamide

2. Blaston

3. Cidine

4. Cinitapride Tartrate

2.3.2 Depositor-Supplied Synonyms

1. 66564-14-5

2. Paxapride

3. Cidine

4. Cinitapride [inn]

5. Cinitapride Hydrogen Tartrate

6. 4-amino-n-[1-(cyclohex-3-en-1-ylmethyl)piperidin-4-yl]-2-ethoxy-5-nitrobenzamide

7. R8i97i2l24

8. 66564-14-5 (free Base)

9. Cinitapride (inn)

10. 4-amino-n-(1-(3-cyclohexen-1-ylmethyl)-4-piperidyl)-2-ethoxy-5-nitrobenzamide

11. Cinitaprida

12. Cinitapridum

13. Cinitapridum [inn-latin]

14. Cinitaprida [inn-spanish]

15. Cidin

16. Unii-r8i97i2l24

17. Paxapride (tn)

18. Cinitapride [mi]

19. 96623-56-2

20. Cinitapride [mart.]

21. (non-labelled)cinitapride-d5

22. Cinitapride [who-dd]

23. Schembl476454

24. Chembl2104523

25. Schembl19235643

26. Dtxsid60867232

27. Chebi:135642

28. Bcp04096

29. Hy-b2089

30. Akos015909742

31. Bcp9000531

32. Db08810

33. Bcp0726000107

34. Cs-0017505

35. Ft-0665049

36. D07700

37. Q5121012

2.4 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₂₁H₃₀N₄O₄
Molecular Weight	402.5 g/mol
XLogP3	3.6
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	6
Exact Mass	402.22670545 g/mol
Monoisotopic Mass	402.22670545 g/mol
Topological Polar Surface Area	113 Å²
Heavy Atom Count	29
Formal Charge	0
Complexity	586
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	1
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Drug and Medication Information

4.1 Drug Indication

It is indicated to treat gastrointestinal disorders associated with motility disturbances like gastroesophageal reflux disease (GERD), non-ulcer dyspepsia and delayed gastric emptying.

5 Pharmacology and Biochemistry

5.1 MeSH Pharmacological Classification

Anti-Ulcer Agents

Various agents with different action mechanisms used to treat or ameliorate PEPTIC ULCER or irritation of the gastrointestinal tract. This has included ANTIBIOTICS to treat HELICOBACTER INFECTIONS; HISTAMINE H2 ANTAGONISTS to reduce GASTRIC ACID secretion; and ANTACIDS for symptomatic relief. (See all compounds classified as Anti-Ulcer Agents.)

5.2 ATC Code

A - Alimentary tract and metabolism

A03 - Drugs for functional gastrointestinal disorders

A03F - Propulsives

A03FA - Propulsives

A03FA08 - Cinitapride

5.3 Absorption, Distribution and Excretion

Absorption

The absorption of cinitapride (12mg) following oral administration was rapid, with peak levels being achieved 2 h after dosing; absorption following intramuscular administration (4mg) was even more rapid, with peak levels (50% more that oral levels) being achieved 1 h after dosing.

5.4 Biological Half-Life

3-5 h during the first 8 h and a residual half-life greater than 15 h thereafter.

5.5 Mechanism of Action

Cinitapride is a substituted benzamide with 5-HT receptor antagonist and agonist activity.

API SUPPLIERS

01

Metrochem API Private Limited

India

USDMF, CEP/COS, JDMF, EU-WC, NDC, KDMF, VMF, Others

Pharmtech & Ingredients

Exhibiting

Metrochem has been delivering customized volume & quality products to customers across the world, taking utmost care of their needs.

Contact Supplier

India

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USDMF CEP/COS JDMF EU-WC NDC KDMF VMF Others AUDIT

02

Spansules Pharma

India

USDMF, CEP/COS, JDMF, EU-WC, NDC, KDMF, VMF, Others

euroPLX 86 Munich

Not Confirmed

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Listed Suppliers

01

Metrochem API Private Limited

India

Pharmtech & Ingredients

Exhibiting

Metrochem has been delivering customized volume & quality products to customers across the world, taking utmost care of their needs.

Contact Supplier

India

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Cinitapride

About the Company :

Established in 2004, Metrochem API is one of the fastest-growing APIs, pellets & intermediates manufacturers. It has 6 dedicated manufacturing facilities for its 3 core product ...

Established in 2004, Metrochem API is one of the fastest-growing APIs, pellets & intermediates manufacturers. It has 6 dedicated manufacturing facilities for its 3 core product groups and has been approved by ISO 9001-2015, USFDA, WHO GMP, Cofepris & Japanese authorities. Metrochem’s in-depth industry knowledge, & hi-tech & advanced infrastructure, helps it provide quality products to its customers. Note: None of the products will be supplied to the countries where this could conflict with existing patents. Further, any products under patent will be offered for R&D purposes only. However, the final responsibility lies with the buyer

02

Spansules Pharma

India

BioFlorida Conference

Not Confirmed

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API Reference Price

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