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Chemistry

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Also known as: 132203-70-4, Cinalong, Atelec, Siscard, Frc-8653, Frc 8653
Molecular Formula
C27H28N2O7
Molecular Weight
492.5  g/mol
InChI Key
KJEBULYHNRNJTE-DHZHZOJOSA-N
FDA UNII
4LNU2SU262

Cilnidipine
Cilnidipine is a dihydropyridine calcium antagonist. It was jointly developed by Fuji Viscera Pharmaceutical Company, Japan and Ajinomoto, Japan and approved in 1995. Compared with other calcium antagonists, cilnidipine can act on the N-type calcium channel that existing sympathetic nerve end besides acting on L-type calcium channel that similar to most of the calcium antagonists. This drug is approved in China, Japan, Korea, India, and several countries in the European Union.
1 2D Structure

Cilnidipine

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
3-O-(2-methoxyethyl) 5-O-[(E)-3-phenylprop-2-enyl] 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
2.1.2 InChI
InChI=1S/C27H28N2O7/c1-18-23(26(30)35-14-8-11-20-9-5-4-6-10-20)25(21-12-7-13-22(17-21)29(32)33)24(19(2)28-18)27(31)36-16-15-34-3/h4-13,17,25,28H,14-16H2,1-3H3/b11-8+
2.1.3 InChI Key
KJEBULYHNRNJTE-DHZHZOJOSA-N
2.1.4 Canonical SMILES
CC1=C(C(C(=C(N1)C)C(=O)OCC=CC2=CC=CC=C2)C3=CC(=CC=C3)[N+](=O)[O-])C(=O)OCCOC
2.1.5 Isomeric SMILES
CC1=C(C(C(=C(N1)C)C(=O)OC/C=C/C2=CC=CC=C2)C3=CC(=CC=C3)[N+](=O)[O-])C(=O)OCCOC
2.2 Other Identifiers
2.2.1 UNII
4LNU2SU262
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 2-methoxyethyl-3-phenyl-2-propen-1-yl-1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)pyridine-3,5-dicarboxylate

2. Cilnidipine, (+)-isomer

3. Cilnidipine, (-)-isomer

4. Frc 8653

5. Frc-8653

2.3.2 Depositor-Supplied Synonyms

1. 132203-70-4

2. Cinalong

3. Atelec

4. Siscard

5. Frc-8653

6. Frc 8653

7. 3-cinnamyl 5-(2-methoxyethyl) 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

8. Cilnidipine [inn]

9. Chebi:31399

10. Cilnidipine, (+)-

11. Cilnidipine, (-)-

12. (+-)-(e)-cinnamyl 2-methoxyethyl 1,4-dihydro-2,6-dimethyl-4-(m-nitrophenyl)-3,5-pyridinedicarboxylate

13. 97t5az1jip

14. 4lnu2su262

15. S85436zg85

16. 2-methoxyethyl (2e)-3-phenylprop-2-en-1-yl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

17. Ncgc00162150-01

18. Cinaldipine

19. (+)-frc-8653

20. (-)-frc-8653

21. Dsstox_cid_26309

22. Dsstox_rid_81530

23. Dsstox_gsid_46309

24. (e)-cinnamyl 2-methoxyethyl 1,4-dihydro-2,6-dimethyl-4-(m-nitrophenyl)-3,5-pyridinedicarboxylate

25. 3,5-pyridinedicarboxylic Acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, 2-methoxyethyl 3-phenyl-2-propenyl Ester, (e)-(+)-

26. 3,5-pyridinedicarboxylic Acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, 2-methoxyethyl 3-phenyl-2-propenyl Ester, (e)-(-)-

27. Atelec (tn)

28. Cas-132203-70-4

29. Sr-05000001454

30. 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic Acid 2-methoxyethyl (2e)-3-phenyl-2-propenyl Ester

31. Unii-97t5az1jip

32. 3,5-pyridinedicarboxylic Acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, 3-(2-methoxyethyl) 5-((2e)-3-phenyl-2-propen-1-yl) Ester

33. 3,5-pyridinedicarboxylic Acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, 3-(2-methoxyethyl) 5-[(2e)-3-phenyl-2-propen-1-yl] Ester

34. Cilnidipine- Bio-x

35. Mfcd00865853

36. Cilnidipine [mi]

37. Cilnidipine [jan]

38. Cilnidipine (jp17/inn)

39. Cilnidipine [mart.]

40. Unii-4lnu2su262

41. Schembl25550

42. Cilnidipine [who-dd]

43. 3-o-(2-methoxyethyl) 5-o-[(e)-3-phenylprop-2-enyl] 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

44. Chembl452076

45. Gtpl7767

46. Dtxsid0046309

47. Unii-s85436zg85

48. Chebi:91506

49. Hms2089j07

50. Hms3261e06

51. Hms3413l13

52. Hms3677l13

53. Hms3715n17

54. Hms3884k09

55. Bcp22689

56. Tox21_112001

57. Tox21_500422

58. Ac-270

59. Bdbm50101813

60. S1293

61. Stk623341

62. Akos005558085

63. Tox21_112001_1

64. Ccg-221188

65. Ccg-221726

66. Cilnidipine, >=98% (hplc), Powder

67. Cs-1133

68. Db09232

69. Ks-1294

70. Lp00422

71. Sdccgsbi-0633712.p001

72. Ncgc00162150-02

73. Ncgc00162150-03

74. Ncgc00162150-04

75. Ncgc00162150-16

76. Ncgc00261107-01

77. 3,5-pyridinedicarboxylic Acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, 2-methoxyethyl 3-phenyl-2-propenyl Ester, (e)-(+-)-

78. Bc164309

79. Hy-17404

80. Ls-15175

81. Sw219784-1

82. D01173

83. T70209

84. Ab01274755-01

85. Ab01274755-02

86. Ab01274755_03

87. Frc-8653; Frc 8653; Frc8653

88. 203c704

89. Q731525

90. J-006141

91. Sr-05000001454-1

92. Sr-05000001454-2

93. Brd-a07875874-001-01-6

94. F2173-0669

95. (+/-)-(e)-cinnamyl 2-methoxyethyl 1,4-dihydro-2,6-dimethyl-4-(m-nitrophenyl)-3,5-pyridinedicarboxylate

96. 102106-21-8

97. 118934-76-2

98. 118934-77-3

99. 132295-21-7

100. 132338-87-5

101. 2-methoxyethyl (2e)-3-phenyl-2-propenyl 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylate

102. O3-(2-methoxyethyl) O5-(3-phenylprop-2-enyl) 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

2.4 Create Date
2005-03-25
3 Chemical and Physical Properties
Molecular Weight 492.5 g/mol
Molecular Formula C27H28N2O7
XLogP34.4
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count8
Rotatable Bond Count11
Exact Mass492.18965124 g/mol
Monoisotopic Mass492.18965124 g/mol
Topological Polar Surface Area120 Ų
Heavy Atom Count36
Formal Charge0
Complexity896
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Indication

Cilnidipine is indicated for the management of hypertension for end-organ protection. It is reported to be useful in elderly patients and in those with diabetes and albuminuria. Cilnidipine has been increasingly used in patients with chronic kidney disease Hypertension is the term used to describe the presence of high blood pressure. The blood pressure is generated by the force of the blood pumped from the heart against the blood vessels. Thus hypertension is caused when there is too much pressure on the blood vessels and this effect can damage the blood vessel.


5 Pharmacology and Biochemistry
5.1 Pharmacology

Administration of cilnidipine has been shown to present an antisympathetic profile in vitro and in vivo. It decreases blood pressure safely and effectively without excessive blood pressure reduction or tachycardia.


5.2 MeSH Pharmacological Classification

Calcium Channel Blockers

A class of drugs that act by selective inhibition of calcium influx through cellular membranes. (See all compounds classified as Calcium Channel Blockers.)


5.3 ATC Code

C - Cardiovascular system

C08 - Calcium channel blockers

C08C - Selective calcium channel blockers with mainly vascular effects

C08CA - Dihydropyridine derivatives

C08CA14 - Cilnidipine


5.4 Absorption, Distribution and Excretion

Absorption

Cilnidipine presents a very rapid absorption with a maximum peaked concentration after 2 hours. Its distribution tends to be higher in the liver as well as in kidneys, plasma and other tissues. Cilnidipine does not present a high accumulation in the tissue after repeated oral administration. Cilnidipine is reported to present very low bioavailability determined to be approximately 13%. This low bioavailability is suggested to be due to its low aqueous solubility and high permeability. Hence, efforts have been made in order to find an innovative formulation that can significantly improve the bioavailability of this drug. One of these formulations corresponds to the generation of polymeric nanoparticles which enhance the bioavailability by 2.5-3-fold.


Route of Elimination

Cilnidipine gets eliminated through the urine in a proportion of 20% of the administered dose and 80% is eliminated by the feces.


Volume of Distribution

Drugs on the group of dihydropyridines such as cilnidipine tend to have a large volume of distribution.


5.5 Metabolism/Metabolites

Cilnidipine is metabolized by both liver and kidney. It is rapidly metabolized by liver microsomes by a dehydrogenation process. The major enzymatic isoform involved in cilnidipine dehydrogenation of the dihydropyridine ring is CYP3A.


5.6 Biological Half-Life

The half-life of the hypotensive effect for cilnidipine is of about 20.4 min.


5.7 Mechanism of Action

Cilnidipine acts on the L-type calcium channels of blood vessels by blocking the incoming calcium and suppressing the contraction of blood vessels, thereby reducing blood pressure. Cilnidipine also works on the N-type calcium channel located at the end of the sympathetic nerve, inhibiting the emission of norepinephrine and suppressing the increase in stress blood pressure.


API Reference Price

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01-Jan-2021
25-Nov-2024
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Cilnidipine Manufacturers

A Cilnidipine manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Cilnidipine, including repackagers and relabelers. The FDA regulates Cilnidipine manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Cilnidipine API Manufacturers are required to adhere to Good Manufacturing Practices (GMP) to ensure that their products are consistently manufactured to meet established quality criteria.

click here to find a list of Cilnidipine manufacturers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PhamaCompass.

Cilnidipine Suppliers

A Cilnidipine supplier is an individual or a company that provides Cilnidipine active pharmaceutical ingredient (API) or Cilnidipine finished formulations upon request. The Cilnidipine suppliers may include Cilnidipine API manufacturers, exporters, distributors and traders.

click here to find a list of Cilnidipine suppliers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PharmaCompass.

Cilnidipine USDMF

A Cilnidipine DMF (Drug Master File) is a document detailing the whole manufacturing process of Cilnidipine active pharmaceutical ingredient (API) in detail. Different forms of Cilnidipine DMFs exist exist since differing nations have different regulations, such as Cilnidipine USDMF, ASMF (EDMF), JDMF, CDMF, etc.

A Cilnidipine DMF submitted to regulatory agencies in the US is known as a USDMF. Cilnidipine USDMF includes data on Cilnidipine's chemical properties, information on the facilities and procedures used, and details about packaging and storage. The Cilnidipine USDMF is kept confidential to protect the manufacturer’s intellectual property.

click here to find a list of Cilnidipine suppliers with USDMF on PharmaCompass.

Cilnidipine JDMF

The Pharmaceuticals and Medical Devices Agency (PMDA) established the Japan Drug Master File (JDMF), also known as the Master File (MF), to permit Japanese and foreign manufacturers of drug substances, intermediates, excipients, raw materials, and packaging materials (‘Products’) to voluntarily register confidential information about the production and management of their products in Japan.

The Cilnidipine Drug Master File in Japan (Cilnidipine JDMF) empowers Cilnidipine API manufacturers to present comprehensive information (e.g., production methods, data, etc.) to the review authority, i.e., PMDA (Pharmaceuticals & Medical Devices Agency).

PMDA reviews the Cilnidipine JDMF during the approval evaluation for pharmaceutical products. At the time of Cilnidipine JDMF registration, PMDA checks if the format is accurate, if the necessary items have been included (application), and if data has been attached.

click here to find a list of Cilnidipine suppliers with JDMF on PharmaCompass.

Cilnidipine KDMF

In Korea, the Ministry of Food and Drug Safety (MFDS) is in charge of regulating pharmaceutical products and services.

Pharmaceutical companies submit a Cilnidipine Drug Master File in Korea (Cilnidipine KDMF) to the MFDS, which includes comprehensive information about the production, processing, facilities, materials, packaging, and testing of Cilnidipine. The MFDS reviews the Cilnidipine KDMF as part of the drug registration process and uses the information provided in the Cilnidipine KDMF to evaluate the safety and efficacy of the drug.

After submitting a Cilnidipine KDMF to the MFDS, the registered manufacturer can provide importers or distributors with the registration number without revealing confidential information to Korean business partners. Applicants seeking to register their Cilnidipine API can apply through the Korea Drug Master File (KDMF).

click here to find a list of Cilnidipine suppliers with KDMF on PharmaCompass.

Cilnidipine WC

A Cilnidipine written confirmation (Cilnidipine WC) is an official document issued by a regulatory agency to a Cilnidipine manufacturer, verifying that the manufacturing facility of a Cilnidipine active pharmaceutical ingredient (API) adheres to the Good Manufacturing Practices (GMP) regulations of the importing country. When exporting Cilnidipine APIs or Cilnidipine finished pharmaceutical products to another nation, regulatory agencies frequently require a Cilnidipine WC (written confirmation) as part of the regulatory process.

click here to find a list of Cilnidipine suppliers with Written Confirmation (WC) on PharmaCompass.

Cilnidipine NDC

National Drug Code is a comprehensive database maintained by the FDA that contains information on all drugs marketed in the US. This directory includes information about finished drug products, unfinished drug products, and compounded drug products, including those containing Cilnidipine as an active pharmaceutical ingredient (API).

Finished drug products

The FDA updates the NDC directory daily. The NDC numbers for Cilnidipine API and other APIs are published in this directory by the FDA.

Unfinished drugs

The NDC unfinished drugs database includes product listing information submitted for all unfinished drugs, such as active pharmaceutical ingredients (APIs), drugs intended for further processing and bulk drug substances for compounding.

Pharmaceutical companies that manufacture Cilnidipine as an active pharmaceutical ingredient (API) must furnish the FDA with an updated record of all drugs that they produce, prepare, propagate, compound, or process for commercial distribution in the US at their facilities.

Compounded drug products

The NDC directory also contains data on finished compounded human drug products that contain Cilnidipine and are produced by outsourcing facilities. While these outsourcing facilities are not mandated to assign a Cilnidipine NDC to their finished compounded human drug products, they may choose to do so.

click here to find a list of Cilnidipine suppliers with NDC on PharmaCompass.

Cilnidipine GMP

Cilnidipine Active pharmaceutical ingredient (API) is produced in GMP-certified manufacturing facility.

GMP stands for Good Manufacturing Practices, which is a system used in the pharmaceutical industry to make sure that goods are regularly produced and monitored in accordance with quality standards. The FDA’s current Good Manufacturing Practices requirements are referred to as cGMP or current GMP which indicates that the company follows the most recent GMP specifications. The World Health Organization (WHO) has its own set of GMP guidelines, called the WHO GMP. Different countries can also set their own guidelines for GMP like China (Chinese GMP) or the EU (EU GMP).

PharmaCompass offers a list of Cilnidipine GMP manufacturers, exporters & distributors, which can be sorted by USDMF, JDMF, KDMF, CEP (COS), WC, API price, and more, enabling you to easily find the right Cilnidipine GMP manufacturer or Cilnidipine GMP API supplier for your needs.

Cilnidipine CoA

A Cilnidipine CoA (Certificate of Analysis) is a formal document that attests to Cilnidipine's compliance with Cilnidipine specifications and serves as a tool for batch-level quality control.

Cilnidipine CoA mostly includes findings from lab analyses of a specific batch. For each Cilnidipine CoA document that a company creates, the USFDA specifies specific requirements, such as supplier information, material identification, transportation data, evidence of conformity and signature data.

Cilnidipine may be tested according to a variety of international standards, such as European Pharmacopoeia (Cilnidipine EP), Cilnidipine JP (Japanese Pharmacopeia) and the US Pharmacopoeia (Cilnidipine USP).

Inform the supplier about your product requirements, specifying if you need a product with particular monograph like EP (Ph. Eur.), USP, JP, BP, or any other quality. In addition, clarify whether you need hydrochloride (HCl), anhydricum, base, micronisatum or a specific level of purity. To find reputable suppliers, utilize the filters and select those certified by GMP, FDA, or any other certification as per your requirement.
For your convenience, we have listed synonyms and CAS numbers to help you find the best supplier. The use of synonyms and CAS numbers can be helpful in identifying potential suppliers, but it is crucial to note that they might not always indicate the exact same product. It is important to confirm the product details with the supplier before making a purchase to ensure that it meets your requirements.
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