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Chemistry

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Also known as: Naloxone hcl, 357-08-4, Narcan, Narcanti, Naloxone (hydrochloride), Evzio
Molecular Formula
C19H22ClNO4
Molecular Weight
363.8  g/mol
InChI Key
RGPDIGOSVORSAK-STHHAXOLSA-N
FDA UNII
F850569PQR

Naloxone Hydrochloride
A specific opiate antagonist that has no agonist activity. It is a competitive antagonist at mu, delta, and kappa opioid receptors.
1 2D Structure

Naloxone Hydrochloride

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(4R,4aS,7aR,12bS)-4a,9-dihydroxy-3-prop-2-enyl-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one;hydrochloride
2.1.2 InChI
InChI=1S/C19H21NO4.ClH/c1-2-8-20-9-7-18-15-11-3-4-12(21)16(15)24-17(18)13(22)5-6-19(18,23)14(20)10-11;/h2-4,14,17,21,23H,1,5-10H2;1H/t14-,17+,18+,19-;/m1./s1
2.1.3 InChI Key
RGPDIGOSVORSAK-STHHAXOLSA-N
2.1.4 Canonical SMILES
C=CCN1CCC23C4C(=O)CCC2(C1CC5=C3C(=C(C=C5)O)O4)O.Cl
2.1.5 Isomeric SMILES
C=CCN1CC[C@]23[C@@H]4C(=O)CC[C@]2([C@H]1CC5=C3C(=C(C=C5)O)O4)O.Cl
2.2 Other Identifiers
2.2.1 UNII
F850569PQR
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Abello, Naloxone

2. Curamed, Naloxon

3. Dihydride, Naloxone Hydrochloride

4. Hydrobromide, Naloxone

5. Hydrochloride Dihydride, Naloxone

6. Hydrochloride, Naloxone

7. Mrz 2593

8. Mrz 2593 Br

9. Mrz 2593-br

10. Mrz 2593br

11. Mrz-2593

12. Mrz2593

13. Nalone

14. Naloxon Curamed

15. Naloxon Ratiopharm

16. Naloxon-ratiopharm

17. Naloxone

18. Naloxone Abello

19. Naloxone Hydrobromide

20. Naloxone Hydrochloride Dihydride

21. Naloxone Hydrochloride, (5 Beta,9 Alpha,13 Alpha,14 Alpha)-isomer

22. Naloxone, (5 Beta,9 Alpha,13 Alpha,14 Alpha)-isomer

23. Narcan

24. Narcanti

2.3.2 Depositor-Supplied Synonyms

1. Naloxone Hcl

2. 357-08-4

3. Narcan

4. Narcanti

5. Naloxone (hydrochloride)

6. Evzio

7. Nih 7890

8. En-15304

9. Anhydrous Naloxone Hydrochloride

10. Chebi:31892

11. F850569pqr

12. Nsc-757109

13. (-)-n-allyl-14-hydroxynordihydromorphinone Hydrochloride

14. 357-08-4 (hcl)

15. 17-allyl-4,5alpha-epoxy-3,14-dihydroxymorphinan-6-one Hydrochloride

16. (5alpha)-17-allyl-4,5-epoxy-3,14-dihydroxymorphinan-6-one Hydrochloride

17. (4r,4as,7ar,12bs)-3-allyl-4a,9-dihydroxy-2,3,4,4a,5,6-hexahydro-1h-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7ah)-one Hydrochloride

18. Nalonee

19. Mls000069540

20. Naloxonehydrochloride

21. Smr000058766

22. Unii-f850569pqr

23. Prestwick_879

24. Einecs 206-611-0

25. Mfcd00069322

26. Narcan (tn)

27. Kloxxado

28. Evzio (tn)

29. Nafoxone Hydrochloride

30. Nal-oxon Hydrochloride

31. Naloxone Hydrochloride [usan:usp:jan]

32. En 15304

33. Chembl1718

34. C19h21no4.hcl

35. Schembl41390

36. L-n-allyl-14-hydroxynordihydromorphinone Hydrochloride

37. Naloxone Hydrochloride Anhydrous

38. Dtxsid70957097

39. Hms1568g04

40. Naloxone Hydrochloride [mi]

41. Act02626

42. Naloxone Hydrochloride (jp17/usp)

43. Naloxone Hydrochloride [jan]

44. (5a)-17-allyl-4,5-epoxy-3,14-dihydroxymorphinan-6-one Hydrochloride

45. 17-allyl-4,5-alpha-epoxy-3,14-dihydroxymorphinan-6-one Hydrochloride

46. Naloxone Hydrochloride [usan]

47. Normorphinone, N-allyl-7,8-dihydro-14-hydroxy-, Hydrochloride, (-)-

48. S3066

49. Naloxone Hydrochloride [vandf]

50. Akos024418753

51. Morphinan-6-one, 17-allyl-4,5-alpha-epoxy-3,14-dihydroxy-, Hydrochloride

52. Naloxone Hydrochloride [mart.]

53. Ccg-220111

54. Cs-1335

55. Ks-5379

56. Naloxone Hydrochloride [who-dd]

57. Nc00587

58. Nsc 757109

59. Morphinan-6-one, 4,5-epoxy-3,14-dihydroxy-17-(2-propenyl)-, Hydrochloride, (5.alpha.)-

60. Hy-17417

61. Naloxone Hydrochloride [green Book]

62. Naloxone Hydrochloride [orange Book]

63. Sw197001-3

64. Naloxone Hydrochloride [usp Monograph]

65. D01340

66. Suboxone Component Naloxone Hydrochloride

67. Targiniq Component Naloxone Hydrochloride

68. Naloxone Hydrochloride Anhydrous [who-ip]

69. Talwin Nx Component Naloxone Hydrochloride

70. 357n084

71. Naloxone Hydrochloride Component Of Suboxone

72. Naloxone Hydrochloride Component Of Targiniq

73. Sr-01000597918

74. Sr-01000737374

75. Naloxone Hydrochloride Component Of Talwin Nx

76. Sr-01000597918-1

77. Sr-01000737374-3

78. W-106655

79. Q27114711

80. Naloxoni Hydrochloridum Anhydrous [who-ip Latin]

81. (5alpha)-17-allyl-3,14-dihydroxy-4,5-epoxymorphinan-6-one Hydrochloride

82. 17-allyl-3,14-dihydroxy-4,5alpha-epoxymorphinan-6-one Hydrochloride

83. (17r)-17-allyl-3,14-dihydroxy-6-oxo-4,5alpha-epoxymorphinan-17-ium Chloride

84. (5?)-4,5-epoxy-3,14-dihydro-17-(2-propenyl)morphinan-6-one Hydrochloride

85. (5a)-4,5-epoxy-3,14-dihydroxy-17-(2-propen-1-yl)-morphinan-6-one Hydrochloride

86. (5alpha)-4,5-epoxy-3,14-dihydroxy-17-(2-propen-1-yl)morphinan-6-one Hydrochloride (1:1)

87. (5alpha,17r)-17-allyl-3,14-dihydroxy-6-oxo-4,5-epoxymorphinan-17-ium Chloride

88. 17-allyl-4,5.alpha.-epoxy-3,14-dihydroxymorphinan-6-one Hydrochloride

89. Morphinan-6-one, 4,5-epoxy-3,14-dihydroxy-17-(2-propenyl)-, Hydrochloride, (5alpha)-

90. (4r,4as,12bs)-4a,9-dihydroxy-3-prop-2-enyl-2,4,5,6,7a,13-hexahydro-1h-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one;hydrochloride

91. (4r,4as,7ar,12bs)-4a,9-dihydroxy-3-prop-2-enyl-2,4,5,6,7a,13-hexahydro-1h-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one;hydrochloride

92. (5alpha)-4,5-epoxy-3,14-dihydro-17-(2-pr Openyl)morphinan-6-one Hydrochloride

2.4 Create Date
2005-08-08
3 Chemical and Physical Properties
Molecular Weight 363.8 g/mol
Molecular Formula C19H22ClNO4
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count5
Rotatable Bond Count2
Exact Mass363.1237359 g/mol
Monoisotopic Mass363.1237359 g/mol
Topological Polar Surface Area70 Ų
Heavy Atom Count25
Formal Charge0
Complexity594
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 NameEvzio
PubMed HealthNaloxone (Injection)
Drug ClassesToxicology-Antidote Agent
Drug LabelEVZIO (naloxone hydrochloride injection, USP) is a pre-filled, single-use auto-injector. EVZIO is not made with natural rubber latex. Chemically, naloxone hydrochloride is the hydrochloride salt of 17-Allyl-4,5-epoxy-3,14-dihydroxymorphinan-6-one h...
Active IngredientNaloxone hydrochloride
Dosage FormSolution
RouteIntramuscular, subcutaneous
Strength0.4mg/0.4ml
Market StatusPrescription
CompanyKaleo

2 of 4  
Drug NameNaloxone hydrochloride
Drug LabelAmpul, Fliptop Vial, Opioid AntagonistProtect from light.RxNaloxone Hydrochloride Injection, USP is a sterile, nonpyrogenic solution of naloxone hydrochloride in water for injection. Each milliliter (mL) contains 0.4 mg naloxone hydrochloride and sod...
Active IngredientNaloxone hydrochloride
Dosage FormInjectable
RouteInjection
Strength1mg/ml; 0.4mg/ml
Market StatusPrescription
CompanyHospira; Intl Medication; Mylan Institutional

3 of 4  
Drug NameEvzio
PubMed HealthNaloxone (Injection)
Drug ClassesToxicology-Antidote Agent
Drug LabelEVZIO (naloxone hydrochloride injection, USP) is a pre-filled, single-use auto-injector. EVZIO is not made with natural rubber latex. Chemically, naloxone hydrochloride is the hydrochloride salt of 17-Allyl-4,5-epoxy-3,14-dihydroxymorphinan-6-one h...
Active IngredientNaloxone hydrochloride
Dosage FormSolution
RouteIntramuscular, subcutaneous
Strength0.4mg/0.4ml
Market StatusPrescription
CompanyKaleo

4 of 4  
Drug NameNaloxone hydrochloride
Drug LabelAmpul, Fliptop Vial, Opioid AntagonistProtect from light.RxNaloxone Hydrochloride Injection, USP is a sterile, nonpyrogenic solution of naloxone hydrochloride in water for injection. Each milliliter (mL) contains 0.4 mg naloxone hydrochloride and sod...
Active IngredientNaloxone hydrochloride
Dosage FormInjectable
RouteInjection
Strength1mg/ml; 0.4mg/ml
Market StatusPrescription
CompanyHospira; Intl Medication; Mylan Institutional

4.2 Drug Indication

Treatment of opioid-induced constipation


5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Narcotic Antagonists

Agents inhibiting the effect of narcotics on the central nervous system. (See all compounds classified as Narcotic Antagonists.)


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
Opioid Antagonists [MoA]; Opioid Antagonist [EPC]

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FIELD DR. LAKE FOREST, IL 60045 , UNITED STATESSDNF UNITED STATES","customerAddress":"PLOT NO.B3,B4&B5 PT SIPCOT,INDUSTR"}]
18-Jan-2021
19-Sep-2024
KGS
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Average Price (USD/KGS)

Number of Transactions

Total Quantity (KGS)

Total Value (USD)

Quantity (KGS) & Unit rate (USD/KGS) over time

API Imports and Exports

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(KGS)
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(USD/KGS)
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USFDA APPLICATION NUMBER - 22410

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DOSAGE - FILM;BUCCAL, SUBLINGUAL - EQ 4MG BAS...DOSAGE - FILM;BUCCAL, SUBLINGUAL - EQ 4MG BASE;EQ 1MG BASE

USFDA APPLICATION NUMBER - 22410

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DOSAGE - FILM;BUCCAL, SUBLINGUAL - EQ 8MG BAS...DOSAGE - FILM;BUCCAL, SUBLINGUAL - EQ 8MG BASE;EQ 2MG BASE

USFDA APPLICATION NUMBER - 22410

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