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ACTIVE PHARMA INGREDIENTS

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Chemistry

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Also known as: 17199-58-5, Alphacemethadone, .alpha.-d-acetylmethadol, Bxf83s0hel, Acscn-9603, Ids-na-008

Molecular Formula

C₂₃H₃₁NO₂

Molecular Weight

353.5 g/mol

InChI Key

XBMIVRRWGCYBTQ-XMSQKQJNSA-N

FDA UNII

BXF83S0HEL

A narcotic analgesic with a long onset and duration of action.

1 2D Structure

Alphacetylmethadol

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

[(3R,6R)-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/t18-,22-/m1/s1

2.1.3 InChI Key

XBMIVRRWGCYBTQ-XMSQKQJNSA-N

2.1.4 Canonical SMILES

CCC(C(CC(C)N(C)C)(C1=CC=CC=C1)C2=CC=CC=C2)OC(=O)C

2.1.5 Isomeric SMILES

CC[C@H](C(C[C@@H](C)N(C)C)(C1=CC=CC=C1)C2=CC=CC=C2)OC(=O)C

2.2 Other Identifiers

2.2.1 UNII

BXF83S0HEL

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. Amidolacetate

6. Dimepheptanol

7. Laam

8. Levo Alpha Acetylmethadol

9. Levo-alpha-acetylmethadol

10. Levoacetylmethadol

11. Levomethadyl

12. Levomethadyl Acetate

13. Levomethadyl Acetate Hydrochloride

14. Methadol

15. Methadyl Acetate

16. Orlaam

2.3.2 Depositor-Supplied Synonyms

1. 17199-58-5

2. Alphacemethadone

3. .alpha.-d-acetylmethadol

4. Bxf83s0hel

5. Acscn-9603

6. Ids-na-008

7. (3r,6r)-3-acetoxy-6-dimethylamino-4,4-diphenylheptane

8. Alfacetilmetadol

9. Alfacetilmetadolo

10. Alfacetimethadone

11. Alphacetylmethadolum

12. Alpha-d-acetylmethadol

13. Alfacetilmetadolo [dcit]

14. Unii-bxf83s0hel

15. Alfacetilmetadol [inn-spanish]

16. Alphacetylmethadolum [inn-latin]

17. Alphacetylmethadol [inn:ban:dcf]

18. Schembl518398

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

20. Alphacetylmethadol [inn]

21. Dea No. 9603

22. (3r,6r)-6-dimethylamino-4,4-diphenyl-3-heptyl Acetat

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

24. Chembl2107793

25. Dtxsid70169198

26. [(3r,6r)-6-(dimethylamino)-4,4-diphenylheptan-3-yl] Acetate

27. Zinc2007680

28. Bdbm50223637

29. Db01555

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

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

32. Q4735230

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

34. 3-heptanol, 6-(dimethylamino)-4,4-diphenyl-, Acetate (ester), (3r,6r)-(+)-

35. Alpha-cetylmethadol (except Levo-alpha-cetylmethadol Also Known As Levo-alpha-acetylmethadol, Levomethadyl Acetate, Or Laam)

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₂₃H₃₁NO₂
Molecular Weight	353.5 g/mol
XLogP3	4.3
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	9
Exact Mass	353.235479232 g/mol
Monoisotopic Mass	353.235479232 g/mol
Topological Polar Surface Area	29.5 Å²
Heavy Atom Count	26
Formal Charge	0
Complexity	404
Isotope Atom Count	0
Defined Atom Stereocenter Count	2
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Pharmacology and Biochemistry

4.1 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.)

4.2 Metabolism/Metabolites

Alphacetylmethadol has known human metabolites that include norLAAM.

S73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI:10.5281/zenodo.4056560

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