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2D Structure
Also known as: 314-19-2, Apomorphine hcl, Apomorphine chloride, (r)-(-)-apomorphine hydrochloride, Apokinon, Apomorphinium chloride
Molecular Formula
C17H18ClNO2
Molecular Weight
303.8  g/mol
InChI Key
SKYZYDSNJIOXRL-BTQNPOSSSA-N
FDA UNII
9K13MD7A0D

A derivative of morphine that is a dopamine D2 agonist. It is a powerful emetic and has been used for that effect in acute poisoning. It has also been used in the diagnosis and treatment of parkinsonism, but its adverse effects limit its use.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(6aR)-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-10,11-diol;hydrochloride
2.1.2 InChI
InChI=1S/C17H17NO2.ClH/c1-18-8-7-10-3-2-4-12-15(10)13(18)9-11-5-6-14(19)17(20)16(11)12;/h2-6,13,19-20H,7-9H2,1H3;1H/t13-;/m1./s1
2.1.3 InChI Key
SKYZYDSNJIOXRL-BTQNPOSSSA-N
2.1.4 Canonical SMILES
CN1CCC2=C3C1CC4=C(C3=CC=C2)C(=C(C=C4)O)O.Cl
2.1.5 Isomeric SMILES
CN1CCC2=C3[C@H]1CC4=C(C3=CC=C2)C(=C(C=C4)O)O.Cl
2.2 Other Identifiers
2.2.1 UNII
9K13MD7A0D
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Apokinon

2. Apomorphin Teclapharm

3. Apomorphin-teclapharm

4. Apomorphine

5. Apomorphine Chloride

6. Apomorphine Hydrochloride Anhydrous

7. Apomorphine Hydrochloride, Anhydrous

8. Apomorphine Hydrochloride, Hemihydrate

9. Britaject

2.3.2 Depositor-Supplied Synonyms

1. 314-19-2

2. Apomorphine Hcl

3. Apomorphine Chloride

4. (r)-(-)-apomorphine Hydrochloride

5. Apokinon

6. Apomorphinium Chloride

7. Apomorphine Hydrochloride Anhydrous

8. Uprima

9. N-methylnorapomorphine Hydrochloride

10. Nsc-11442

11. 9k13md7a0d

12. Apomorphine Sl

13. Taluvian

14. Ixense

15. 41372-20-7

16. Apomorphine Hydrochloride Hemihydrate

17. Apomorphinum Muriaticum

18. Apomorphin Hydrochlorid

19. (-)-apomorphine Hydrochloride

20. Britaject

21. Pomorphini Hydrochloridum

22. Apomorphinum Hydrochloricum

23. Apomorphine Hydrochloride Hydrate

24. Kw-6500

25. (-)-apomorphinium Hydrochloride

26. Nsc-755875

27. Einecs 206-243-0

28. Nsc 11442

29. Unii-9k13md7a0d

30. Apomorphine-hcl

31. Apomorphinehydrochloride

32. 6a-beta-aporphine-10,11-diol, Hydrochloride

33. (6ar)-6-methyl-5,6,6a,7-tetrahydro-4h-dibenzo[de,g]quinoline-10,11-diol Hydrochloride

34. Prestwick_28

35. 6abeta-noraporphine-10,11-diol, 6-methyl-, Hydrochloride

36. 6a-beta-noraporphine-10,11-diol, 6-methyl-, Hydrochloride

37. R-(-)-apomorphine Hcl

38. 6abeta-aporphine-10,11-diol, Hydrochloride

39. 5,6,6a,7-tetrahydro-6-methyl-4h-dibenzo(de,g)chinolin-10,11-diol Hydrochlorid

40. Schembl8524

41. Chembl1616

42. (r)-(-)-apomorphine Hcl

43. Dtxsid5040598

44. Apomorphine Hydrochloride (r,-)

45. Apomorphine, Hydrochloride

46. R-(-)-apomorphine Hydrochloride

47. (-)-apomorphine (hydrochloride)

48. (r)-6-methyl-5,6,6a,7-tetrahydro-4h-dibenzo[de,g]quinoline-10,11-diol Hydrochloride

49. Anhydrous Apomorphine Hydrochloride

50. Nsc11442

51. Apomorphine Hydrochloride [mi]

52. 6a.beta.-aporphine-10, Hydrochloride

53. Akos024456928

54. H72a207

55. 4h-dibenzo(de,g)quinoline-10,11-diol, 5,6,6a,7-tetrahydro-6-methyl-, Hydrochloride, (6ar)-

56. 4h-dibenzo(de,g)quinoline-10,11-diol, 5,6,6a,7-tetrahydro-6-methyl-, Hydrochloride, (r)-

57. B6936

58. Sr-01000597777

59. J-018414

60. Sr-01000597777-1

61. 6a.beta.-aporphine-10,11-diol Hydrochloride

62. 6a.beta.-noraporphine-10, 6-methyl-, Hydrochloride

63. Q27272658

64. Wln: T C6666 1a Q Kn & Tt & J Dq Eq K1 & Gh

65. (r)-5,6,6a,7-tetrahydro-6-methyl-4h-dibenzo[de,g]quinoline-10,11-diol Hydrochloride

66. 4h-dibenzo[de,11-diol, 5,6,6a,7-tetrahydro-6-methyl-, Hydrochloride, (r)-

67. (6ar)-5,6,6a,7-tetrahydro-6-methyl-4h-dibenzo(de,g)quinoline-10,11-diol Hydrochloride

68. 4h-dibenzo(de,g)quinoline-10,11-diol, 5,6,6a,7-tetrahydro-6-methyl-, Hydrochloride (1:1), (6ar)-

2.3.3 Other Synonyms

1. Apomorphine Hydrochloride Hydrate

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 303.8 g/mol
Molecular Formula C17H18ClNO2
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count3
Rotatable Bond Count0
Exact Mass303.1026065 g/mol
Monoisotopic Mass303.1026065 g/mol
Topological Polar Surface Area43.7 Ų
Heavy Atom Count21
Formal Charge0
Complexity374
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Indication

Treatment of men with erectile dysfunction, which is the inability to achieve or maintain a penile erection sufficient for satisfactory sexual performance.

In order for Uprima to be effective, sexual stimulation is required.


Treatment of men with erectile dysfunction, which is the inability to achieve or maintain a penile erection sufficient for satisfactory sexual performance.

In order for Taluvian to be effective, sexual stimulation is required.


Treatment of men with erectile dysfunction, which is the inability to achieve or maintain a penile erection sufficient for satisfactory sexual performance.

In order for Ixense to be effective, sexual stimulation is required.


5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Dopamine Agonists

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


Emetics

Agents that cause vomiting. They may act directly on the gastrointestinal tract, bringing about emesis through local irritant effects, or indirectly, through their effects on the chemoreceptor trigger zone in the postremal area near the medulla. (See all compounds classified as Emetics.)


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
Dopaminergic Agonist [EPC]; Dopamine Agonists [MoA]
5.3 ATC Code

G04BE


G04BE


G04BE