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ACTIVE PHARMA INGREDIENTS

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Chemistry

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Also known as: 468-61-1, 2-(2-diethylaminoethoxy)ethyl 2-ethyl-2-phenylbutyrate, Oxelaidin citrate, 2-[2-(diethylamino)ethoxy]ethyl 2-ethyl-2-phenylbutanoate, Snc1080t5y, 2-ethyl-2-phenylbutyric acid 2-(2-diethylaminoethoxy)ethyl ester

Molecular Formula

C₂₀H₃₃NO₃

Molecular Weight

335.5 g/mol

InChI Key

IQADUMSPOQKAAO-UHFFFAOYSA-N

FDA UNII

SNC1080T5Y

Withdrawn from the Canadian, US, and UK markets in 1976 due to carcinogenicity.

1 2D Structure

Oxeladin

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

2-[2-(diethylamino)ethoxy]ethyl 2-ethyl-2-phenylbutanoate

2.1.2 InChI

InChI=1S/C20H33NO3/c1-5-20(6-2,18-12-10-9-11-13-18)19(22)24-17-16-23-15-14-21(7-3)8-4/h9-13H,5-8,14-17H2,1-4H3

2.1.3 InChI Key

IQADUMSPOQKAAO-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CCC(CC)(C1=CC=CC=C1)C(=O)OCCOCCN(CC)CC

2.2 Other Identifiers

2.2.1 UNII

SNC1080T5Y

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 2-(2-diethylaminoethoxy)ethyl 2-ethyl-2-phenylbutyrate

2. Oxeladin Citrate

3. Paxladine

4. Pectamol

5. Tussimol

2.3.2 Depositor-Supplied Synonyms

1. 468-61-1

2. 2-(2-diethylaminoethoxy)ethyl 2-ethyl-2-phenylbutyrate

3. Oxelaidin Citrate

4. 2-[2-(diethylamino)ethoxy]ethyl 2-ethyl-2-phenylbutanoate

5. Snc1080t5y

6. 2-ethyl-2-phenylbutyric Acid 2-(2-diethylaminoethoxy)ethyl Ester

7. Ethanol, 2-(2-(diethylamino)ethoxy)-, 2-ethyl-2-phenylbutyrate

8. Oxeladin (inn)

9. Oxeladina [inn-spanish]

10. Oxeladin [inn]

11. Butyric Acid, 2-ethyl-2-phenyl-, 2-(2-(diethylamino)ethoxy)ethyl Ester

12. Oxeladine [inn-french]

13. Oxeladinum [inn-latin]

14. Oxeladinum

15. Oxeladina

16. Oxeladine

17. Oxeladin [inn:ban:dcf]

18. Einecs 207-412-1

19. Brn 2003403

20. Unii-snc1080t5y

21. Oxelaidin

22. Oxeladin Tannate

23. Pectamol (salt/mix)

24. Oxeladin [mi]

25. Oxeladin [who-dd]

26. Alpha,alpha-diethylbenzeneacetic Acid 2-(2-(diethylamino)ethoxy)ethyl Ester

27. Ec 207-412-1

28. 4-09-00-01906 (beilstein Handbook Reference)

29. Mls001047519

30. Schembl405413

31. Chembl1500276

32. Dtxsid0048343

33. Chebi:135424

34. Hms2800d17

35. Hms3604m03

36. Zinc3874580

37. Stl059065

38. Akos005711563

39. Db04822

40. Benzeneacetic Acid, .alpha.,.alpha.-diethyl-, 2-[2-(diethylamino)ethoxy]ethyl Ester

41. Ncgc00389219-01

42. Ncgc00389219-02

43. Smr000425406

44. Sbi-0207046.p001

45. D08310

46. Ab00658553_05

47. Ab00658553_06

48. Q4332778

49. 2-[2-(diethylamino)ethoxy]ethyl 2-ethyl-2-phenylbutanoate #

50. 2-(2-diethylaminoethoxy)-ethyl 2-ethyl-2-phenylbutyrate

51. 2-(2-diethylaminoethoxy)ethyl .alpha.,.alpha.-diethylphenylacetate

52. .alpha.,.alpha.-diethylbenzeneacetic Acid 2-(2-(diethylamino)ethoxy)ethyl Ester

53. 2-ethyl-2-phenyl-butyric Acid 2-(2-diethylamino-ethoxy)-ethyl Ester; Compound With 3-carboxy-3-hydroxy-pentanedioic Acid

2.4 Create Date

2005-03-25

3 Chemical and Physical Properties

Molecular Formula	C₂₀H₃₃NO₃
Molecular Weight	335.5 g/mol
XLogP3	4
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	13
Exact Mass	335.24604391 g/mol
Monoisotopic Mass	335.24604391 g/mol
Topological Polar Surface Area	38.8 Å²
Heavy Atom Count	24
Formal Charge	0
Complexity	332
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
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

Antitussive Agents

Agents that suppress cough. They act centrally on the medullary cough center. EXPECTORANTS, also used in the treatment of cough, act locally. (See all compounds classified as Antitussive Agents.)

4.2 ATC Code

R - Respiratory system

R05 - Cough and cold preparations

R05D - Cough suppressants, excl. combinations with expectorants

R05DB - Other cough suppressants

R05DB09 - Oxeladin

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