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Amlodipine Maleate

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Also known as: 88150-47-4, Amvaz, Amlodipine (maleate), Amlodipine maleate [usan], Cq27g2bzjm, 1357024-06-6

Molecular Formula

C₂₄H₂₉ClN₂O₉

Molecular Weight

524.9 g/mol

InChI Key

TZNOWAJJWCGILX-BTJKTKAUSA-N

FDA UNII

CQ27G2BZJM

A long-acting dihydropyridine calcium channel blocker. It is effective in the treatment of ANGINA PECTORIS and HYPERTENSION.

1 2D Structure

Amlodipine Maleate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(Z)-but-2-enedioic acid;3-O-ethyl 5-O-methyl 2-(2-aminoethoxymethyl)-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate

2.1.2 InChI

InChI=1S/C20H25ClN2O5.C4H4O4/c1-4-28-20(25)18-15(11-27-10-9-22)23-12(2)16(19(24)26-3)17(18)13-7-5-6-8-14(13)21;5-3(6)1-2-4(7)8/h5-8,17,23H,4,9-11,22H2,1-3H3;1-2H,(H,5,6)(H,7,8)/b;2-1-

2.1.3 InChI Key

TZNOWAJJWCGILX-BTJKTKAUSA-N

2.1.4 Canonical SMILES

CCOC(=O)C1=C(NC(=C(C1C2=CC=CC=C2Cl)C(=O)OC)C)COCCN.C(=CC(=O)O)C(=O)O

2.1.5 Isomeric SMILES

CCOC(=O)C1=C(NC(=C(C1C2=CC=CC=C2Cl)C(=O)OC)C)COCCN.C(=C\C(=O)O)\C(=O)O

2.2 Other Identifiers

2.2.1 UNII

CQ27G2BZJM

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Amlodipine

2. Amlodipine Besylate

3. Amlodipine Maleate (1:1)

4. Amlodipine, (+-)-isomer

5. Amlodipine, (+-)-isomer, Maleate (1:1)

6. Amlodipine, (r)-isomer

7. Amlodipine, (s)-isomer, Maleate (1:1)

8. Amlodis

9. Amlor

10. Astudal

11. Istin

12. Norvasc

2.3.2 Depositor-Supplied Synonyms

1. 88150-47-4

2. Amvaz

3. Amlodipine (maleate)

4. Amlodipine Maleate [usan]

5. Cq27g2bzjm

6. 1357024-06-6

7. Uk-48,340-11

8. Amlodipine (+-)-form Maleate

9. (z)-but-2-enedioic Acid;3-o-ethyl 5-o-methyl 2-(2-aminoethoxymethyl)-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate

10. 3-ethyl 5-methyl 2-((2-aminoethoxy)methyl)-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate Maleate

11. Uk-48340-11

12. Amlodipine Maleate (usan)

13. Unii-cq27g2bzjm

14. Uk 48,340-11

15. Amvaz (tn)

16. 3-ethyl 5-methyl (+-)-2-((2-aminoethoxy)methyl)-4-(o-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylate, Maleate (1:1)

17. Schembl121252

18. Amlodipine Maleate [mi]

19. Chembl1200984

20. Hy-b0317a

21. Dtxsid601027708

22. Amlodipine Maleate [mart.]

23. Amlodipine Maleate [who-dd]

24. Bcp12616

25. Mfcd02259457

26. S5966

27. Akos015962119

28. Ac-4701

29. Cs-3987

30. Amlodipine Maleate [orange Book]

31. 3,5-pyridinedicarboxylic Acid, 2-((2-aminoethoxy)methyl)-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-, 3-ethyl 5-methyl Ester, (+-)-, (z)-2-butenedioate (1:1)

32. As-14630

33. Ba164165

34. D02914

35. 150a474

36. Q27275625

37. 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine Maleate

38. 3,5-pyridinedicarboxylic Acid, 2-((2-aminoethoxy)methyl)-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-, 3-ethyl 5-methyl Ester, (+/-)-, (z)-2-butenedioate (1:1)

39. 3,5-pyridinedicarboxylic Acid,2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-,3-ethyl 5-methyl Ester, (2z)-2-butenedioate (1:1)

40. 3-ethyl 5-methyl 2-(2-aminoethoxymethyl)-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylate Maleate (1:1)

41. 3-ethyl5-methyl2-((2-aminoethoxy)methyl)-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylatemaleate

2.4 Create Date

2006-04-28

3 Chemical and Physical Properties

Molecular Formula	C₂₄H₂₉ClN₂O₉
Molecular Weight	524.9 g/mol
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	11
Rotatable Bond Count	12
Exact Mass	524.1561582 g/mol
Monoisotopic Mass	524.1561582 g/mol
Topological Polar Surface Area	175 Å²
Heavy Atom Count	36
Formal Charge	0
Complexity	766
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	1
Defined Bond Stereocenter Count	1
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Antihypertensive Agents

Drugs used in the treatment of acute or chronic vascular HYPERTENSION regardless of pharmacological mechanism. Among the antihypertensive agents are DIURETICS; (especially DIURETICS, THIAZIDE); ADRENERGIC BETA-ANTAGONISTS; ADRENERGIC ALPHA-ANTAGONISTS; ANGIOTENSIN-CONVERTING ENZYME INHIBITORS; CALCIUM CHANNEL BLOCKERS; GANGLIONIC BLOCKERS; and VASODILATOR AGENTS. (See all compounds classified as Antihypertensive Agents.)

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.)

Vasodilator Agents

Drugs used to cause dilation of the blood vessels. (See all compounds classified as Vasodilator Agents.)