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3,4-Methylenedioxymethamphetamine HCl

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DEVELOPMENTS

1 Drugs in Development

1 Drugs in Development

Synopsis

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Chemistry

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Also known as: 64057-70-1, Mdma hcl, 92279-84-0, 3,4-methylenedioxymethamphetamine hydrochloride, (+/-)-3,4-methylenedioxymethamphetamine hydrochloride, Knb4e1k0av

Molecular Formula

C₁₁H₁₆ClNO₂

Molecular Weight

229.70 g/mol

InChI Key

LUWHVONVCYWRMZ-UHFFFAOYSA-N

FDA UNII

KNB4E1K0AV

An N-substituted amphetamine analog. It is a widely abused drug classified as a hallucinogen and causes marked, long-lasting changes in brain serotonergic systems. It is commonly referred to as MDMA or ecstasy.

1 2D Structure

3,4-Methylenedioxymethamphetamine HCl

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

1-(1,3-benzodioxol-5-yl)-N-methylpropan-2-amine;hydrochloride

2.1.2 InChI

InChI=1S/C11H15NO2.ClH/c1-8(12-2)5-9-3-4-10-11(6-9)14-7-13-10;/h3-4,6,8,12H,5,7H2,1-2H3;1H

2.1.3 InChI Key

LUWHVONVCYWRMZ-UHFFFAOYSA-N

2.2 Other Identifiers

2.2.1 UNII

KNB4E1K0AV

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Ecstasy (drug)

2. Hydrochloride, N-methyl-3,4-methylenedioxyamphetamine

3. Mdma

4. Methylenedioxymethamphetamine

5. N Methyl 3,4 Methylenedioxyamphetamine

6. N Methyl 3,4 Methylenedioxyamphetamine Hydrochloride

7. N-methyl-3,4-methylenedioxyamphetamine

8. N-methyl-3,4-methylenedioxyamphetamine Hydrochloride

2.3.2 Depositor-Supplied Synonyms

1. 64057-70-1

2. Mdma Hcl

3. 92279-84-0

4. 3,4-methylenedioxymethamphetamine Hydrochloride

5. (+/-)-3,4-methylenedioxymethamphetamine Hydrochloride

6. Knb4e1k0av

7. Midomafetamine Hydrochloride

8. Dtxsid5048893

9. Nsc-168383

10. D,l-mdma.hcl

11. S(+)-3,4-methylenedioxymethamphetamine Hydrochloride

12. Metabolites (street)

13. Xtc Hydrochloride

14. (+/-)-mdma Hydrochloride

15. Mdma Hydrochloride (1.0mg/ml In Methanol)

16. Dl-mdma Hydrochloride

17. Ncgc00168266-02

18. Unii-knb4e1k0av

19. Dl-3,4-methylenedioxymethamphetamine

20. Nsc 168383

21. Methylenedioxymethamphetamine Hydrochloride

22. N,alpha-dimethyl-1,3-benzodioxole-5-ethanamine Hydrochloride

23. 3,4-methylenedioxy-n,alpha-dimethyl-beta-phenylethylamine Hydrochloride

24. S(+)-3 4-mdma Hcl

25. S-(+)-mdma Hydrochloride

26. N-methyl-3,4-methylenedioxyamphetamine Hydrochloride

27. Schembl2414825

28. Mdma Hydrochloride [mi]

29. Chembl3189075

30. Dtxcid1028819

31. 1,3-benzodioxole-5-ethanamine, N,alpha-dimethyl-, Hydrochloride

32. 1-(1,3-benzodioxol-5-yl)-n-methylpropan-2-amine Hydrochloride

33. 1-(1,3-benzodioxol-5-yl)-n-methylpropan-2-amine;hydrochloride

34. Midomafetamine Hydrochloride (usan)

35. Tox21_112889

36. 1,3-benzodioxole-5-ethanamine, N,.alpha.-dimethyl-, Hydrochloride

37. Mfcd00079444

38. Nsc168383

39. Phenethylamine, N,alpha-dimethyl-3,4-methylenedioxy-, Hydrochloride

40. Akos024457389

41. 1, N,.alpha.-dimethyl-, Hydrochloride

42. Club Drugs For Sale With Tracking Number

43. Pd019496

44. Cas-64057-70-1

45. Db-215428

46. Mdma Hydrochloride [incb Green List]

47. Ns00076343

48. D12937

49. ?)-3,4-methylenedioxymethamphetamine Hydrochloride

50. D,l-mdma.hcl, 1mg/ml In Methanol (as Free Base)

51. Q22330487

52. 1-(benzo[d][1,3]dioxol-5-yl)-n-methylpropan-2-amine Hydrochloride

53. Rac-mdma Hcl (rac-3,4-methylenedioxymethamphetamine Hydrochloride)

54. 3,4-methylenedioxy-n,.alpha.-dimethyl-.beta.-phenylethylamine Hydrochloride

55. Phenethylamine, N,.alpha.-dimethyl-3,4-methylenedioxy-, Hydrochloride

2.4 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₁₁H₁₆ClNO₂
Molecular Weight	229.70 g/mol
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	3
Exact Mass	g/mol
Monoisotopic Mass	g/mol
Topological Polar Surface Area	30.5
Heavy Atom Count	15
Formal Charge	0
Complexity	186
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	1
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Adrenergic Uptake Inhibitors

Drugs that block the transport of adrenergic transmitters into axon terminals or into storage vesicles within terminals. The tricyclic antidepressants (ANTIDEPRESSIVE AGENTS, TRICYCLIC) and amphetamines are among the therapeutically important drugs that may act via inhibition of adrenergic transport. Many of these drugs also block transport of serotonin. (See all compounds classified as Adrenergic Uptake Inhibitors.)

Hallucinogens

Drugs capable of inducing illusions, hallucinations, delusions, paranoid ideations, and other alterations of mood and thinking. Despite the name, the feature that distinguishes these agents from other classes of drugs is their capacity to induce states of altered perception, thought, and feeling that are not experienced otherwise. (See all compounds classified as Hallucinogens.)

Serotonin Agents

Drugs used for their effects on serotonergic systems. Among these are drugs that affect serotonin receptors, the life cycle of serotonin, and the survival of serotonergic neurons. (See all compounds classified as Serotonin Agents.)

Drugs in Development