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2D Structure
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

2D Structure

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 Weight 524.9 g/mol
Molecular Formula C24H29ClN2O9
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count11
Rotatable Bond Count12
Exact Mass524.1561582 g/mol
Monoisotopic Mass524.1561582 g/mol
Topological Polar Surface Area175 Ų
Heavy Atom Count36
Formal Charge0
Complexity766
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
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.)