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2D Structure
Also known as: 17140-78-2, Propoxyphene napsylate anhydrous, 5o7iw35n3c, Darvon n, [(2s,3r)-4-(dimethylamino)-3-methyl-1,2-diphenylbutan-2-yl] propanoate;naphthalene-2-sulfonic acid, Propoxyphene-n
Molecular Formula
C32H37NO5S
Molecular Weight
547.7  g/mol
InChI Key
VZPXFHVJUUSVLH-MYXGOWFTSA-N
FDA UNII
5O7IW35N3C

Propoxyphene Napsylate is a synthetic diphenyl propionate derivative structurally related to methadone, Propoxyphene Napsylate acts as a central narcotic and analgesic agent by interaction with mu opioid receptors, but with less selectivity then morphine. The dextro-isomer has analgesic effect, while the levo-isomer exerts an antitussive effect. The napsylate salt allows better dosage formulation than the hydrochloride salt. (NCI04)
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
[(2S,3R)-4-(dimethylamino)-3-methyl-1,2-diphenylbutan-2-yl] propanoate;naphthalene-2-sulfonic acid
2.1.2 InChI
InChI=1S/C22H29NO2.C10H8O3S/c1-5-21(24)25-22(18(2)17-23(3)4,20-14-10-7-11-15-20)16-19-12-8-6-9-13-19;11-14(12,13)10-6-5-8-3-1-2-4-9(8)7-10/h6-15,18H,5,16-17H2,1-4H3;1-7H,(H,11,12,13)/t18-,22+;/m1./s1
2.1.3 InChI Key
VZPXFHVJUUSVLH-MYXGOWFTSA-N
2.1.4 Canonical SMILES
CCC(=O)OC(CC1=CC=CC=C1)(C2=CC=CC=C2)C(C)CN(C)C.C1=CC=C2C=C(C=CC2=C1)S(=O)(=O)O
2.1.5 Isomeric SMILES
CCC(=O)O[C@](CC1=CC=CC=C1)(C2=CC=CC=C2)[C@H](C)CN(C)C.C1=CC=C2C=C(C=CC2=C1)S(=O)(=O)O
2.2 Other Identifiers
2.2.1 UNII
5O7IW35N3C
2.3 Synonyms
2.3.1 MeSH Synonyms

1. D-propoxyphene Napsylate

2. Dextropropoxyphene Napsylate

2.3.2 Depositor-Supplied Synonyms

1. 17140-78-2

2. Propoxyphene Napsylate Anhydrous

3. 5o7iw35n3c

4. Darvon N

5. [(2s,3r)-4-(dimethylamino)-3-methyl-1,2-diphenylbutan-2-yl] Propanoate;naphthalene-2-sulfonic Acid

6. Propoxyphene-n

7. (+)- Propoxyphene Napsylate

8. Propoxyphene 2-naphthalenesulfonate

9. Einecs 241-205-7

10. Unii-5o7iw35n3c

11. 2-butanol, 4-(dimethylamino)-3-methyl-1,2-diphenyl-, Propionate, 2-naphthalenesulfonate

12. Propoxyphene Napsylate ,(s)

13. 2-naphthalenesulfonic Acid, Compd. With (s-(r*,s*))-3-(dimethylamino)-2-methyl-1-phenyl-1-(phenylmethyl)p- Ropyl Propanoate (1:1)

14. Schembl9297768

15. Dtxsid80937986

16. Propoxyphene Napsylate, Anhydrous

17. 2-naphthalenesulfonic Acid, Compd. With (+)-alpha-(2-dimethylamino)-1-methylethyl-alpha-phenylphenethyl Propionate (1:1)

18. Benzeneethanol, Alpha-(2-(dimethylamino)-1-methylethyl)-alpha-phenyl-, Propanoate (ester), (1s,2r)-, 2-naphthalenesulfonate (salt)

19. Benzeneethanol, Alpha-(2-(dimethylamino)-1-methylethyl)-alpha-phenyl-, Propanoate (ester), (s-(r*,s*))-, 2-naphthalenesulfonate (salt)

20. Naphthalene-2-sulphonic Acid, Compound With (s-(r*,s*))-1-benzyl-3-(dimethylamino)-2-methyl-1-phenylpropyl Propionate (1:1)

21. Q27262632

22. (2s,3r)-4-(dimethylamino)-3-methyl-1,2-diphenylbutan-2-yl Propionate Naphthalene-2-sulfonate

2.4 Create Date
2005-08-08
3 Chemical and Physical Properties
Molecular Weight 547.7 g/mol
Molecular Formula C32H37NO5S
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count6
Rotatable Bond Count10
Exact Mass547.23924445 g/mol
Monoisotopic Mass547.23924445 g/mol
Topological Polar Surface Area92.3 Ų
Heavy Atom Count39
Formal Charge0
Complexity688
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2