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2D Structure
Also known as: 71-68-1, Hydromorphone hcl, Dilaudid, Palladone, Hymorphan, Exalgo
Molecular Formula
C17H20ClNO3
Molecular Weight
321.8  g/mol
InChI Key
XHILEZUETWRSHC-NRGUFEMZSA-N
FDA UNII
L960UP2KRW

An opioid analgesic made from MORPHINE and used mainly as an analgesic. It has a shorter duration of action than morphine.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(4R,4aR,7aR,12bS)-9-hydroxy-3-methyl-1,2,4,4a,5,6,7a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one;hydrochloride
2.1.2 InChI
InChI=1S/C17H19NO3.ClH/c1-18-7-6-17-10-3-5-13(20)16(17)21-15-12(19)4-2-9(14(15)17)8-11(10)18;/h2,4,10-11,16,19H,3,5-8H2,1H3;1H/t10-,11+,16-,17-;/m0./s1
2.1.3 InChI Key
XHILEZUETWRSHC-NRGUFEMZSA-N
2.1.4 Canonical SMILES
CN1CCC23C4C1CC5=C2C(=C(C=C5)O)OC3C(=O)CC4.Cl
2.1.5 Isomeric SMILES
CN1CC[C@]23[C@@H]4[C@H]1CC5=C2C(=C(C=C5)O)O[C@H]3C(=O)CC4.Cl
2.2 Other Identifiers
2.2.1 UNII
L960UP2KRW
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Dihydromorphinone

2. Dilaudid

3. Hydromorphon

4. Hydromorphone

5. Laudacon

6. Palladone

2.3.2 Depositor-Supplied Synonyms

1. 71-68-1

2. Hydromorphone Hcl

3. Dilaudid

4. Palladone

5. Hymorphan

6. Exalgo

7. Dihydromorphinone Hydrochloride

8. Dilaudid-hp

9. L960up2krw

10. Hydromorphone Hydrochloride Cii

11. Nsc-117862

12. Dea No. 9150

13. (4r,4ar,7ar,12bs)-9-hydroxy-3-methyl-1,2,4,4a,5,6,7a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one;hydrochloride

14. 4,5-alpha-epoxy-3-hydroxy-17-methylmorphinan-6-one Hydrochloride

15. Chebi:5791

16. Morphinone, Dihydro-, Hydrochloride

17. Einecs 200-762-6

18. Unii-l960up2krw

19. Nsc 117862

20. Hydromorphone Hydrochloride [usp]

21. Palladone (tn)

22. Dilaudid (tn)

23. (4r,4ar,7ar,12bs)-9-hydroxy-3-methyl-1,2,4,4a,5,6,7a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinoline-7-one;hydrochloride

24. Exalgo (tn)

25. 4,5alpha-epoxy-3-hydroxy-17-methylmorphinan-6-one Hydrochloride

26. Schembl30521

27. Hydromorphone Hydrochloride Usp

28. Chembl1237055

29. Dtxsid90991291

30. Morphinan-6-one, 4,5alpha-epoxy-3-hydroxy-17-methyl-, Hydrochloride

31. Hydromorphone Hydrochloride (jan/usp)

32. Morphinan-6-one, 4,5-epoxy-3-hydroxy-17-methyl-, Hydrochloride, (5alpha)-

33. Hydromorphone Hydrochloride [mi]

34. Morphinan-6-one, 4,5-alpha-epoxy-3-hydroxy-17-methyl-, Hydrochloride, (5'-alpha)-

35. Hydromorphone Hydrochloride [jan]

36. Hydromorphone Hydrochloride [mart.]

37. Hydromorphone Hydrochloride [vandf]

38. Hydromorphone Hydrochloride [who-dd]

39. D00839

40. Hydromorphone Hydrochloride [orange Book]

41. Hydromorphone Hydrochloride Cii [usp-rs]

42. Hydromorphone Hydrochloride [ep Monograph]

43. Hydromorphone Hydrochloride [usp Monograph]

44. Q27106892

45. 4,5.alpha.-epoxy-3-hydroxy-17-methylmorphinan-6-one Hydrochloride

46. Hydromorphone Hydrochloride Solution, Drug Standard, 1.0 Mg/ml In Methanol

47. Hydromorphone Hydrochloride, European Pharmacopoeia (ep) Reference Standard

48. Hydromorphone Hydrochloride, United States Pharmacopeia (usp) Reference Standard

49. Morphinan-6-one, 4,5-epoxy-3-hydroxy-17-methyl-, Hydrochloride (1:1), (5.alpha.)

50. Morphinan-6-one, 4,5-epoxy-3-hydroxy-17-methyl-, Hydrochloride, (5.alpha.)-

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 321.8 g/mol
Molecular Formula C17H20ClNO3
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count0
Exact Mass321.1131712 g/mol
Monoisotopic Mass321.1131712 g/mol
Topological Polar Surface Area49.8 Ų
Heavy Atom Count22
Formal Charge0
Complexity494
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Information
1 of 4  
Drug NameExalgo
Drug LabelEXALGO tablets contain hydromorphone hydrochloride, a mu-opioid agonist.Hydromorphone hydrochloride USP is 4,5-epoxy-3-hydroxy-17-methlymorphinan-6-one hydrochloride. Hydromorphone hydrochloride is a white or almost white crystalline powder that...
Active IngredientHydromorphone hydrochloride
Dosage FormTablet, extended release
RouteOral
Strength32mg; 12mg; 16mg; 8mg
Market StatusPrescription
CompanyMallinckrodt

2 of 4  
Drug NameHydromorphone hydrochloride
PubMed HealthHydromorphone
Drug ClassesAnalgesic, Anesthetic Adjunct, Central Nervous System Agent
Drug LabelHydromorphone Hydrochloride Tablets USP, 2 mg, 4 mg, and 8 mg are supplied in tablet form for oral administration.Hydromorphone hydrochloride, a hydrogenated ketone of morphine, is an opioid analgesic.The chemical name of hydromorphone hydrochloride...
Active IngredientHydromorphone hydrochloride
Dosage FormTablet, extended release; Tablet; Injectable; Solution
RouteInjection; Oral
Strength2mg/ml; 1mg/ml; 8mg; 10mg/ml; 4mg; 4mg/ml; 12mg; 2mg; 16mg; 5mg/5ml
Market StatusPrescription
CompanyHospira; Actavis Labs Fl; Mallinckrodt; Roxane; Lannett; Elite Labs; Akorn; Barr

3 of 4  
Drug NameExalgo
Drug LabelEXALGO tablets contain hydromorphone hydrochloride, a mu-opioid agonist.Hydromorphone hydrochloride USP is 4,5-epoxy-3-hydroxy-17-methlymorphinan-6-one hydrochloride. Hydromorphone hydrochloride is a white or almost white crystalline powder that...
Active IngredientHydromorphone hydrochloride
Dosage FormTablet, extended release
RouteOral
Strength32mg; 12mg; 16mg; 8mg
Market StatusPrescription
CompanyMallinckrodt

4 of 4  
Drug NameHydromorphone hydrochloride
PubMed HealthHydromorphone
Drug ClassesAnalgesic, Anesthetic Adjunct, Central Nervous System Agent
Drug LabelHydromorphone Hydrochloride Tablets USP, 2 mg, 4 mg, and 8 mg are supplied in tablet form for oral administration.Hydromorphone hydrochloride, a hydrogenated ketone of morphine, is an opioid analgesic.The chemical name of hydromorphone hydrochloride...
Active IngredientHydromorphone hydrochloride
Dosage FormTablet, extended release; Tablet; Injectable; Solution
RouteInjection; Oral
Strength2mg/ml; 1mg/ml; 8mg; 10mg/ml; 4mg; 4mg/ml; 12mg; 2mg; 16mg; 5mg/5ml
Market StatusPrescription
CompanyHospira; Actavis Labs Fl; Mallinckrodt; Roxane; Lannett; Elite Labs; Akorn; Barr

5 Pharmacology and Biochemistry
5.1 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.)


Narcotics

Agents that induce NARCOSIS. Narcotics include agents that cause somnolence or induced sleep (STUPOR); natural or synthetic derivatives of OPIUM or MORPHINE or any substance that has such effects. They are potent inducers of ANALGESIA and OPIOID-RELATED DISORDERS. (See all compounds classified as Narcotics.)


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
Opioid Agonist [EPC]; Full Opioid Agonists [MoA]