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Technical details about MOLINDONE HYDROCHLORIDE, learn more about the structure, uses, toxicity, action, side effects and more

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2D Structure
1. Also known as: 15622-65-8, Moban, Molindone hcl, Molindone (hydrochloride), En-1733a, Lidone
Molecular Formula
C16H25ClN2O2
Molecular Weight
312.83  g/mol
InChI Key
GQWNECFJGBQMBO-UHFFFAOYSA-N
FDA UNII
1DWS68PNE6

An indole derivative effective in schizophrenia and other psychoses and possibly useful in the treatment of the aggressive type of undersocialized conduct disorder. Molindone has much lower affinity for D2 receptors than most antipsychotic agents and has a relatively low affinity for D1 receptors. It has only low to moderate affinity for cholinergic and alpha-adrenergic receptors. Some electrophysiologic data from animals indicate that molindone has certain characteristics that resemble those of CLOZAPINE. (From AMA Drug Evaluations Annual, 1994, p283)
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
3-ethyl-2-methyl-5-(morpholin-4-ylmethyl)-1,5,6,7-tetrahydroindol-4-one;hydrochloride
2.1.2 InChI
InChI=1S/C16H24N2O2.ClH/c1-3-13-11(2)17-14-5-4-12(16(19)15(13)14)10-18-6-8-20-9-7-18;/h12,17H,3-10H2,1-2H3;1H
2.1.3 InChI Key
GQWNECFJGBQMBO-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CCC1=C(NC2=C1C(=O)C(CC2)CN3CCOCC3)C.Cl
2.2 Other Identifiers
2.2.1 UNII
1DWS68PNE6
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Hydrochloride, Molindone

2. Moban

3. Molindone

4. Molindone Monohydrochloride

5. Monohydrochloride, Molindone

2.3.2 Depositor-Supplied Synonyms

1. 15622-65-8

2. Moban

3. Molindone Hcl

4. Molindone (hydrochloride)

5. En-1733a

6. Lidone

7. 3-ethyl-1,5,6,7-tetrahydro-2-methyl-5-(4-morpholinylmethyl)-4h-indol-4-one Hydrochloride

8. 1dws68pne6

9. 4h-indol-4-one, 3-ethyl-1,5,6,7-tetrahydro-2-methyl-5-(4-morpholinylmethyl)-, Monohydrochloride

10. Indol-4(5h)-one, 3-ethyl-6,7-dihydro-2-methyl-5-(morpholinomethyl)-, Monohydrochloride

11. 3-ethyl-6,7-dihydro-2-methyl-5-(morpholinomethyl)indol-4(5h)-one Monohydrochloride

12. Dsstox_cid_25417

13. Dsstox_rid_80866

14. Dsstox_gsid_45417

15. Smr000499578

16. Unii-1dws68pne6

17. Molindone Hydrochloride [usan]

18. 3-ethyl-2-methyl-5-(4-morpholin-4-iumylmethyl)-1,5,6,7-tetrahydroindol-4-one Chloride; 3-ethyl-6,7-dihydro-2-methyl-5-(morpholinomethyl)indol-4(5h)-one Monohydrochloride; 3-ethyl-6,7-dihydro-2-methyl-5-morpholinomethylindol-4(5h)-one Hydrochloride;3-ethyl

19. En 1733a

20. Molindone Hydrochloride [usan:usp]

21. En 1733 A

22. Mfcd01718304

23. Molindonehydrochloride

24. Moban (tn)

25. Ncgc00016717-01

26. Cas-15622-65-8

27. Schembl41018

28. Mls001076677

29. Mls001333061

30. Mls001333062

31. Mls002222311

32. Molindone Hydrochloride (usp)

33. Chebi:6966

34. Chembl1200419

35. Dtxsid5045417

36. Hms1571o11

37. Hms3750c03

38. Bcp09555

39. Hy-b1017

40. Tox21_110579

41. Tox21_500665

42. S5481

43. 3-ethyl-6,7-dihydro-2-methyl-5-morpholinomethylindol-4(5h)-one Hydrochloride

44. Akos025401596

45. Tox21_110579_1

46. Ccg-213599

47. Cs-4531

48. Lp00665

49. Molindone Hydrochloride [mart.]

50. Molindone Hydrochloride [vandf]

51. Nc00658

52. 3-ethyl-2-methyl-5-(morpholin-4-ylmethyl)-1,5,6,7-tetrahydroindol-4-one;hydrochloride

53. Molindone Hydrochloride [usp-rs]

54. Molindone Hydrochloride [who-dd]

55. Ncgc00094027-01

56. Ncgc00162218-05

57. Ncgc00261350-01

58. Ac-22611

59. As-13875

60. Eu-0100665

61. Ft-0672453

62. M2252

63. Molindone Hydrochloride [orange Book]

64. En300-51039

65. Molindone Hydrochloride [usp Impurity]

66. D00796

67. Molindone Hydrochloride [usp Monograph]

68. T71854

69. Molindone Hydrochloride, >=98% (hplc), Solid

70. A849952

71. Sr-01000765437

72. J-009287

73. Sr-01000765437-3

74. Q27252301

75. Molindone Hydrochloride, United States Pharmacopeia (usp) Reference Standard

76. 3-ethyl-2-methyl-5-(morpholinomethyl)-6,7-dihydro-1h-indol-4(5h)-one Hydrochloride

77. 3-ethyl-2-methyl-5-morpholin-4-ylmethyl-1,5,6,7-tetrahydro-indol-4-one Hydrochloride

78. 3-ethyl-6,7-dihydro-2-methyl-5-(morpholinomethyl)-1h-indol-4(5h)-one Hydrochloride

79. 4h-indol-4-one, 3-ethyl-1,5,6,7-tetrahydro-2-methyl-5-(4-morpholinylmethyl)-, Hydrochloride (1:1)

80. 4h-indol-4-one,3-ethyl-1,5,6,7-tetrahydro-2-methyl-5-(4-morpholinylmethyl)-,hydrochloride(1:1)

2.4 Create Date
2006-10-25
3 Chemical and Physical Properties
Molecular Weight 312.83 g/mol
Molecular Formula C16H25ClN2O2
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count3
Exact Mass312.1604557 g/mol
Monoisotopic Mass312.1604557 g/mol
Topological Polar Surface Area45.3 Ų
Heavy Atom Count21
Formal Charge0
Complexity354
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

Antipsychotic Agents

Agents that control agitated psychotic behavior, alleviate acute psychotic states, reduce psychotic symptoms, and exert a quieting effect. They are used in SCHIZOPHRENIA; senile dementia; transient psychosis following surgery; or MYOCARDIAL INFARCTION; etc. These drugs are often referred to as neuroleptics alluding to the tendency to produce neurological side effects, but not all antipsychotics are likely to produce such effects. Many of these drugs may also be effective against nausea, emesis, and pruritus. (See all compounds classified as Antipsychotic Agents.)


4.2 FDA Pharmacological Classification
4.2.1 Pharmacological Classes
Typical Antipsychotic [EPC]
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