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Chemistry

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Also known as: Lisuride hydrogen maleate, 19875-60-6, Lisuride maleate [jan], Lysenyl hydrogen maleate, Uv1635n8xw, R(+)-lisuride hydrogen maleate

Molecular Formula

C₂₄H₃₀N₄O₅

Molecular Weight

454.5 g/mol

InChI Key

CVQFAMQDTWVJSV-BAXNFHPCSA-N

FDA UNII

UV1635N8XW

An ergot derivative that acts as an agonist at dopamine D2 receptors (DOPAMINE AGONISTS). It may also act as an antagonist at dopamine D1 receptors, and as an agonist at some serotonin receptors (SEROTONIN RECEPTOR AGONISTS).

1 2D Structure

Lisuride Maleate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

3-[(6aR,9S)-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinolin-9-yl]-1,1-diethylurea;(Z)-but-2-enedioic acid

2.1.2 InChI

InChI=1S/C20H26N4O.C4H4O4/c1-4-24(5-2)20(25)22-14-10-16-15-7-6-8-17-19(15)13(11-21-17)9-18(16)23(3)12-14;5-3(6)1-2-4(7)8/h6-8,10-11,14,18,21H,4-5,9,12H2,1-3H3,(H,22,25);1-2H,(H,5,6)(H,7,8)/b;2-1-/t14-,18+;/m0./s1

2.1.3 InChI Key

CVQFAMQDTWVJSV-BAXNFHPCSA-N

2.1.4 Canonical SMILES

CCN(CC)C(=O)NC1CN(C2CC3=CNC4=CC=CC(=C34)C2=C1)C.C(=CC(=O)O)C(=O)O

2.1.5 Isomeric SMILES

CCN(CC)C(=O)N[C@@H]1CN([C@@H]2CC3=CNC4=CC=CC(=C34)C2=C1)C.C(=C\C(=O)O)\C(=O)O

2.2 Other Identifiers

2.2.1 UNII

UV1635N8XW

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Arolac

2. Carbamide, Methylergol

3. Cuvalit

4. Dopergin

5. Dopergine

6. Hydrochloride, Lisuride

7. Hydrogen Maleate, Lysuride

8. Lisuride

9. Lisuride Hydrochloride

10. Lisuride Maleate (1:1)

11. Lisuride Maleate, (8beta)-isomer

12. Lisuride Mesylate

13. Lisuride Phosphate (1:1)

14. Lisuride, (8alpha)-(+-)-isomer

15. Lysenyl

16. Lysurid

17. Lysuride Hydrogen Maleate

18. Maleate, Lisuride

19. Mesylate, Lisuride

20. Methylergol Carbamide

21. Revanil

2.3.2 Depositor-Supplied Synonyms

1. Lisuride Hydrogen Maleate

2. 19875-60-6

3. Lisuride Maleate [jan]

4. Lysenyl Hydrogen Maleate

5. Uv1635n8xw

6. R(+)-lisuride Hydrogen Maleate

7. Lisuride (maleate)

8. Lysuride Maleate

9. Cuvalit

10. Lysenyl

11. Lisuride Maleate (jan)

12. Lysenyl Bimaleate

13. 3-(9,10-didehydro-6-methylergolin-8-alpha-yl)-1,1-diethylurea Maleate (1:1)

14. 3-(9,10-didehydro-6-methylergolin-8-yl)-1,1-diethylurea Hydrogen Maleate

15. Urea, N'-((8-alpha)-9,10-didehydro-6-methylergolin-8-yl)-n,n-diethyl-, (z)-2-butenedioate

16. Chebi:31776

17. Urea, N'-[(8alpha)-9,10-didehydro-6-methylergolin-8-yl]-n,n-diethyl-, (2z)-2-butenedioate (1:1)

18. Einecs 243-387-3

19. Unii-uv1635n8xw

20. 1-((5r,8s)-6-methyl-9,10-didehydro-8-ergolinyl)-3,3-diethylurea Hydrogen Maleate

21. Lisuride Maleate [mi]

22. Schembl364392

23. Chembl1257128

24. Lisuride Maleate [mart.]

25. Lisuride Maleate [who-dd]

26. Dtxsid501017378

27. Akos025142010

28. Urea, 3-(9,10-didehydro-6-methylergolin-8-alpha-yl)-1,1-diethyl-, Maleate (1:1)

29. Hy-110080

30. Cs-0032924

31. D01462

32. Sr-01000075387

33. Sr-01000075387-1

34. Q27114683

35. N'-[(8?)-9,10-didehydro-6-methylergolin-8-yl]-n,n-diethylurea Maleate

36. 3-(9,10-didehydro-6-methylergolin-8.alpha.-yl)-1,1-diethylurea Maleate (1:1)

37. R(+)-n'-[(8alpha)-9,10-didehydro-6-methylergolin-8-yl]-n,n,-diethylurea Hydrogen Maleate

2.4 Create Date

2005-10-11

3 Chemical and Physical Properties

Molecular Formula	C₂₄H₃₀N₄O₅
Molecular Weight	454.5 g/mol
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	5
Exact Mass	454.22162007 g/mol
Monoisotopic Mass	454.22162007 g/mol
Topological Polar Surface Area	126 Å²
Heavy Atom Count	33
Formal Charge	0
Complexity	663
Isotope Atom Count	0
Defined Atom Stereocenter Count	2
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

Antiparkinson Agents

Agents used in the treatment of Parkinson's disease. The most commonly used drugs act on the dopaminergic system in the striatum and basal ganglia or are centrally acting muscarinic antagonists. (See all compounds classified as Antiparkinson Agents.)

Serotonin Receptor Agonists

Endogenous compounds and drugs that bind to and activate SEROTONIN RECEPTORS. Many serotonin receptor agonists are used as ANTIDEPRESSANTS; ANXIOLYTICS; and in the treatment of MIGRAINE DISORDERS. (See all compounds classified as Serotonin Receptor Agonists.)

Dopamine Agonists

Drugs that bind to and activate dopamine receptors. (See all compounds classified as Dopamine Agonists.)

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