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CHEMISTRY
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ACTIVE PHARMA INGREDIENTS

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Chemistry

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Also known as: Dimemorfan [inn], 3,17-dimethylmorphinan, 36309-01-0, 36304-82-2, (+)-3,17-dimethylmorphinan, 623oac38yu

Molecular Formula

C₁₈H₂₅N

Molecular Weight

255.4 g/mol

InChI Key

KBEZZLAAKIIPFK-NJAFHUGGSA-N

FDA UNII

623OAC38YU

1 2D Structure

Dimemorfan

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(1S,9S,10S)-4,17-dimethyl-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5-triene

2.1.2 InChI

InChI=1S/C18H25N/c1-13-6-7-14-12-17-15-5-3-4-8-18(15,16(14)11-13)9-10-19(17)2/h6-7,11,15,17H,3-5,8-10,12H2,1-2H3/t15-,17+,18+/m1/s1

2.1.3 InChI Key

KBEZZLAAKIIPFK-NJAFHUGGSA-N

2.1.4 Canonical SMILES

CC1=CC2=C(CC3C4C2(CCCC4)CCN3C)C=C1

2.1.5 Isomeric SMILES

CC1=CC2=C(C[C@H]3[C@@H]4[C@]2(CCCC4)CCN3C)C=C1

2.2 Other Identifiers

2.2.1 UNII

623OAC38YU

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Astomin

2. At 17

3. D-3-methyl-n-methylmorphinan

4. Dastosin

5. Dimemorfan Phosphate

6. Dimemorfan Phosphate (1:1) Salt

7. Dimemorfan, (9alpha,13alpha,14alpha)-isomer

8. Dinemorphan

2.3.2 Depositor-Supplied Synonyms

1. Dimemorfan [inn]

2. 3,17-dimethylmorphinan

3. 36309-01-0

4. 36304-82-2

5. (+)-3,17-dimethylmorphinan

6. 623oac38yu

7. Dimemorfane

8. Dimemorphan

9. Dimemorfano

10. Dimemorfanum

11. (1s,9s,10s)-4,17-dimethyl-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5-triene

12. D-3-methyl-n-methylmorphinan

13. 3,n-dimethylmorphinan

14. N,3-dimethylmorphinan

15. At 17

16. Dimemorfane [inn-french]

17. Dimemorfanum [inn-latin]

18. Dimemorfano [inn-spanish]

19. Unii-623oac38yu

20. 3,n-dimethylmorphinan [iupac]

21. Einecs 252-963-3

22. Dimemorfan [mi]

23. Dimemorfan [who-dd]

24. Schembl499349

25. Chembl2106325

26. Chebi:135048

27. Dtxsid301043335

28. Zinc4215661

29. Db13810

30. Q5277240

31. Morphinan, 3,17-dimethyl-, (9alpha,13alpha,14alpha)-

2.4 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₁₈H₂₅N
Molecular Weight	255.4 g/mol
XLogP3	3.8
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	1
Rotatable Bond Count	0
Exact Mass	255.198699802 g/mol
Monoisotopic Mass	255.198699802 g/mol
Topological Polar Surface Area	3.2 Å²
Heavy Atom Count	19
Formal Charge	0
Complexity	352
Isotope Atom Count	0
Defined Atom Stereocenter Count	3
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

R05DA - Opium alkaloids and derivatives

R05DA11 - Dimemorfan

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