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Tapentadol Hydrochloride

Tapentadol Hydrochloride

Synopsis, Chemistry

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TABLET, EXTENDED RELEASE;ORAL - EQ 100MG BASE, TABLET, EXTENDED RELEASE;ORAL - EQ 150MG BASE, TABLET, EXTENDED RELEASE;ORAL - EQ 200MG BASE, TABLET, EXTENDED RELEASE;ORAL - EQ 250MG BASE, TABLET, EXTENDED RELEASE;ORAL - EQ 50MG BASE, SOLUTION;ORAL - EQ 20MG BASE/ML, TABLET;ORAL - EQ 100MG BASE, TABLET;ORAL - EQ 50MG BASE, TABLET;ORAL - EQ 75MG BASE

TABLET, EXTENDED RELEASE;ORAL - EQ 100MG BASE
TABLET, EXTENDED RELEASE;ORAL - EQ 150MG BASE
TABLET, EXTENDED RELEASE;ORAL - EQ 200MG BASE
TABLET, EXTENDED RELEASE;ORAL - EQ 250MG BASE
TABLET, EXTENDED RELEASE;ORAL - EQ 50MG BASE
SOLUTION;ORAL - EQ 20MG BASE/ML
TABLET;ORAL - EQ 100MG BASE
TABLET;ORAL - EQ 50MG BASE
TABLET;ORAL - EQ 75MG BASE

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Also known as: 175591-09-0, Tapentadol hcl, Nucynta, Palexia, Tapentadol (hydrochloride), Nucynta er

Molecular Formula

C₁₄H₂₄ClNO

Molecular Weight

257.80 g/mol

InChI Key

ZELFLGGRLLOERW-YECZQDJWSA-N

FDA UNII

71204KII53

An opioid analgesic, MU OPIOID RECEPTOR agonist, and noradrenaline reuptake inhibitor that is used in the treatment of moderate to severe pain, and of pain associated with DIABETIC NEUROPATHIES.

1 2D Structure

Tapentadol Hydrochloride

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

3-[(2R,3R)-1-(dimethylamino)-2-methylpentan-3-yl]phenol;hydrochloride

2.1.2 InChI

InChI=1S/C14H23NO.ClH/c1-5-14(11(2)10-15(3)4)12-7-6-8-13(16)9-12;/h6-9,11,14,16H,5,10H2,1-4H3;1H/t11-,14+;/m0./s1

2.1.3 InChI Key

ZELFLGGRLLOERW-YECZQDJWSA-N

2.1.4 Canonical SMILES

CCC(C1=CC(=CC=C1)O)C(C)CN(C)C.Cl

2.1.5 Isomeric SMILES

CC[C@@H](C1=CC(=CC=C1)O)[C@@H](C)CN(C)C.Cl

2.2 Other Identifiers

2.2.1 UNII

71204KII53

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 3-((1r,2r)-3-(dimethylamino)-1-ethyl-2-methylpropyl)phenol

2. Nucynta

3. Tapentadol

2.3.2 Depositor-Supplied Synonyms

1. 175591-09-0

2. Tapentadol Hcl

3. Nucynta

4. Palexia

5. Tapentadol (hydrochloride)

6. Nucynta Er

7. Bn-200 Hydrochloride

8. Cg5503 Hydrochloride

9. Cg-5503 Hydrochloride

10. 3-((2r,3r)-1-(dimethylamino)-2-methylpentan-3-yl)phenol Hydrochloride

11. 71204kii53

12. 175591-09-0 (hcl)

13. Tapentadol Hydrochloride (jan)

14. Tapentadol Hydrochloride [jan]

15. 3-[(1r,2r)-3-(dimethylamino)-1-ethyl-2-methylpropyl]phenol Hydrochloride

16. Palexia Retard

17. 3-((1r,2r)-3-(dimethylamino)-1-ethyl-2-methylpropyl)phenol Hydrochloride

18. Unii-71204kii53

19. Palexia Sr

20. Phenol, 3-[(1r,2r)-3-(dimethylamino)-1-ethyl-2-methylpropyl]-, Hydrochloride (1:1)

21. Phenol, 3-((1r,2r)-3-(dimethylamino)-1-ethyl-2-methylpropyl)-, Hydrochloride (1:1)

22. Nucynta (tn)

23. Schembl238138

24. Jns-024 Er

25. Chembl1201777

26. Dtxsid00938677

27. Amy25232

28. Hy-70042a

29. Mfcd00944992

30. Tapentadol Hydrochloride [mi]

31. Akos016842888

32. Cs-0879

33. Tapentadol Hydrochloride [mart.]

34. Tapentadol Hydrochloride [vandf]

35. Tapentadol Hydrochloride [who-dd]

36. Ac-32018

37. Tapentadol Hydrochloride [orange Book]

38. D10199

39. Tapentadol Hydrochloride [ep Monograph]

40. 591t238

41. Tapentadol Hydrochloride (1.0 Mg/ml In Methanol)

42. R-331333

43. Q27265914

44. 3-((1r,2r)-3-(dimethylamino)-1-ethyl-2-methylpropyl) Phenol Hydrochloride

45. 3-((1r,2r)-3-(dimethylamino)-1-ethyl-2-methylpropyl)-phenol Hydrochloride

46. 3-[(2r,3r)-1-(dimethylamino)-2-methylpentan-3-yl]phenol;hydrochloride

47. 3-[1-(dimethylamino)-2-methylpentan-3-yl]phenol--hydrogen Chloride (1/1)

48. (-)-(1r,2r)-3-(3-dimethylamino-1-ethyl-2-methyl-propyl)-phenol Hydrochloride

49. (-)-(1r,2r)-3-(3-dimethylamino-1-ethyl-2-methylpropyl)-phenol Hydrochloride

50. 3-[(1r,2r)-3-(dimethylamino)-1-ethyl-2-methylpropyl]phenol Monohydrochloride

51. Phenol, 3-((1r,2r)-3-(dimethylamino)-1-ethyl-2-methylpropyl)-, Hydrochloride

52. Phenol, 3-(3-(dimethylamino)-1-ethyl-2-methylpropyl)-, Hydrochloride, (r-(r*,r*))-

53. Tapentadol Hydrochloride Solution, 1.0 Mg/ml In Methanol (as Free Base), Ampule Of 1 Ml, Certified Reference Material

2.4 Create Date

2006-10-25

3 Chemical and Physical Properties

Molecular Formula	C₁₄H₂₄ClNO
Molecular Weight	257.80 g/mol
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	5
Exact Mass	257.1546421 g/mol
Monoisotopic Mass	257.1546421 g/mol
Topological Polar Surface Area	23.5 Å²
Heavy Atom Count	17
Formal Charge	0
Complexity	193
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	2

4 Drug and Medication Information

4.1 Drug Information

1 of 4
Drug Name	Nucynta
PubMed Health	Tapentadol (By mouth)
Drug Classes	Analgesic
Drug Label	NUCYNTA ER (tapentadol) is a mu-opioid receptor agonist, supplied in extended-release film-coated tablets for oral administration, containing 58.24, 116.48, 174.72, 232.96, and 291.20 mg of tapentadol hydrochloride in each tablet strength, correspo...
Active Ingredient	Tapentadol hydrochloride
Dosage Form	Tablet; Solution
Route	Oral
Strength	eq 100mg base; eq 50mg base; eq 75mg base; eq 20mg base/ml
Market Status	Prescription
Company	Janssen Pharms

2 of 4
Drug Name	Nucynta er
Drug Label	NUCYNTA ER (tapentadol) is a mu-opioid receptor agonist, supplied in extended-release film-coated tablets for oral administration, containing 58.24, 116.48, 174.72, 232.96, and 291.20 mg of tapentadol hydrochloride in each tablet strength, correspo...
Active Ingredient	Tapentadol hydrochloride
Dosage Form	Tablet, extended release
Route	Oral
Strength	eq 100mg base; eq 50mg base; eq 250mg base; eq 150mg base; eq 200mg base
Market Status	Prescription
Company	Janssen Pharms

3 of 4
Drug Name	Nucynta
PubMed Health	Tapentadol (By mouth)
Drug Classes	Analgesic
Drug Label	NUCYNTA ER (tapentadol) is a mu-opioid receptor agonist, supplied in extended-release film-coated tablets for oral administration, containing 58.24, 116.48, 174.72, 232.96, and 291.20 mg of tapentadol hydrochloride in each tablet strength, correspo...
Active Ingredient	Tapentadol hydrochloride
Dosage Form	Tablet; Solution
Route	Oral
Strength	eq 100mg base; eq 50mg base; eq 75mg base; eq 20mg base/ml
Market Status	Prescription
Company	Janssen Pharms

4 of 4
Drug Name	Nucynta er
Drug Label	NUCYNTA ER (tapentadol) is a mu-opioid receptor agonist, supplied in extended-release film-coated tablets for oral administration, containing 58.24, 116.48, 174.72, 232.96, and 291.20 mg of tapentadol hydrochloride in each tablet strength, correspo...
Active Ingredient	Tapentadol hydrochloride
Dosage Form	Tablet, extended release
Route	Oral
Strength	eq 100mg base; eq 50mg base; eq 250mg base; eq 150mg base; eq 200mg base
Market Status	Prescription
Company	Janssen Pharms

4.2 Drug Indication

Treatment of acute pain

Treatment of chronic pain

Treatment of acute pain

Treatment of chronic pain

5 Pharmacology and Biochemistry

5.1 MeSH Pharmacological Classification

Adrenergic Uptake Inhibitors

Drugs that block the transport of adrenergic transmitters into axon terminals or into storage vesicles within terminals. The tricyclic antidepressants (ANTIDEPRESSIVE AGENTS, TRICYCLIC) and amphetamines are among the therapeutically important drugs that may act via inhibition of adrenergic transport. Many of these drugs also block transport of serotonin. (See all compounds classified as Adrenergic Uptake Inhibitors.)

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.)

5.2 FDA Pharmacological Classification

5.2.1 Pharmacological Classes

Opioid Agonists [MoA]; Opioid Agonist [EPC]