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Chemistry

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Also known as: Acetylmethadol, 509-74-0, Acetilmetadol [inn-spanish], Acetylmethadolum [inn-latin], Methadyl acetate [usan], 3-acetoxy-6-dimethylamino-4,4-diphenylheptane
Molecular Formula
C23H31NO2
Molecular Weight
353.5  g/mol
InChI Key
XBMIVRRWGCYBTQ-UHFFFAOYSA-N
FDA UNII
L59OC40KWJ

Methadyl Acetate
A narcotic analgesic with a long onset and duration of action.
1 2D Structure

Methadyl Acetate

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
[6-(dimethylamino)-4,4-diphenylheptan-3-yl] acetate
2.1.2 InChI
InChI=1S/C23H31NO2/c1-6-22(26-19(3)25)23(17-18(2)24(4)5,20-13-9-7-10-14-20)21-15-11-8-12-16-21/h7-16,18,22H,6,17H2,1-5H3
2.1.3 InChI Key
XBMIVRRWGCYBTQ-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CCC(C(CC(C)N(C)C)(C1=CC=CC=C1)C2=CC=CC=C2)OC(=O)C
2.2 Other Identifiers
2.2.1 UNII
L59OC40KWJ
2.3 Synonyms
2.3.1 MeSH Synonyms

1. (3r,6r)-3-acetoxy-6-dimethylamino-4,4-diphenylheptane

2. 6-(dimethylamino)-4,4-diphenyl-3-heptanol Acetate

3. Acemethadone

4. Acetylmethadol

5. Alphacetylmethadol

6. Amidolacetate

7. Dimepheptanol

8. Laam

9. Levo Alpha Acetylmethadol

10. Levo-alpha-acetylmethadol

11. Levoacetylmethadol

12. Levomethadyl

13. Levomethadyl Acetate

14. Levomethadyl Acetate Hydrochloride

15. Methadol

16. Orlaam

2.3.2 Depositor-Supplied Synonyms

1. Acetylmethadol

2. 509-74-0

3. Acetilmetadol [inn-spanish]

4. Acetylmethadolum [inn-latin]

5. Methadyl Acetate [usan]

6. 3-acetoxy-6-dimethylamino-4,4-diphenylheptane

7. Acetylmethadol (inn)

8. Acetylmethadol [inn]

9. [6-(dimethylamino)-4,4-diphenylheptan-3-yl] Acetate

10. 6-(dimethylamino)-4,4-diphenyl-3-heptanol Acetate (ester)

11. Acemethadone

12. Methadyl Acetate (usan)

13. L59oc40kwj

14. Acscn-9601

15. Chembl170179

16. Ids-na-004

17. Nih-2953

18. Race-acetylmethadol

19. Acetilmetadol

20. Acetylmethadolum

21. Levomethadyl

22. Einecs 208-103-4

23. 1-ethyl-4-dimethylamino-2,2-diphenylpentylacetat

24. Unii-l59oc40kwj

25. (r,s)-4-dimethylamino-1-ethyl-2,2-diphenylpentyl Acetat

26. Dea No. 9601

27. Benzeneethanol, Beta-(2-(dimethylamino)propyl)-alpha-ethyl-beta-phenyl-, Acetate (ester)

28. Orlaam (salt/mix)

29. L-.alpha.-acetylmethadol

30. Levo-.alpha.-acetylmethadol

31. Mk 790 (salt/mix)

32. (-)-.alpha.-acetylmethadol

33. Methadyl Acetate [mi]

34. Schembl119911

35. 4-(dimethylamino)-1-ethyl-2,2-diphenylpentyl Acetate

36. Dtxsid2023274

37. 3-heptanol, 6-(dimethylamino)-4,4-diphenyl-, Acetate (ester), (3s,6s)-(-)-

38. Chebi:135491

39. Bdbm50027391

40. Db01433

41. Levomethadyl Acetate Hydrochloride (salt/mix)

42. D04973

43. L000758

44. Q4673310

45. O-acetyl-6-dimethylamino-4,4-diphenyl-3-heptanol

46. Acetic Acid 4-dimethylamino-1-ethyl-2,2-diphenyl-pentyl Ester

47. 4-(dimethylamino)-1-ethyl-2,2-diphenylpentyl Acetate, (3s,6s)-(-)-

48. Acetic Acid (1s,4s)-4-dimethylamino-1-ethyl-2,2-diphenyl-pentyl Ester

49. Benzeneethanol, .beta.-((2s)-2-(dimethylamino)propyl)-.alpha.-ethyl-.beta.-phenyl-, Acetate (ester), (.alpha.s)-

50. Benzeneethanol, .beta.-(2-(dimethylamino)propyl)-.alpha.-ethyl-.beta.-phenyl-, Acetate (ester)

51. Benzeneethanol, .beta.-[2-(dimethylamino)propyl]-.alpha.-ethyl-.beta.-phenyl-, Acetate (ester), [s-(r*,r*)]-

2.4 Create Date
2005-03-27
3 Chemical and Physical Properties
Molecular Weight 353.5 g/mol
Molecular Formula C23H31NO2
XLogP34.3
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count3
Rotatable Bond Count9
Exact Mass353.235479232 g/mol
Monoisotopic Mass353.235479232 g/mol
Topological Polar Surface Area29.5 Ų
Heavy Atom Count26
Formal Charge0
Complexity404
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count2
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Indication

Used mainly in the treatment of narcotic dependence.


5 Pharmacology and Biochemistry
5.1 Pharmacology

Methadyl Acetate is a narcotic analgesic with a long onset and duration of action. The drug decreases a patients opioid use by preventing opioid withdrawal and in how it can mimic some of the effects of opioids.


5.2 MeSH Pharmacological Classification

Analgesics, Opioid

Compounds with activity like OPIATE ALKALOIDS, acting at OPIOID RECEPTORS. Properties include induction of ANALGESIA or NARCOSIS. (See all compounds classified as Analgesics, Opioid.)


5.3 Mechanism of Action

Methadyl Acetate is primarily a mu-type opioid receptor agonist. It functions similarily to methadone.


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