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Nandrolone Phenpropionate

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ACTIVE PHARMA INGREDIENTS

15 API Suppliers, 5 USDMF, 2 EU WC, 9 Listed Suppliers

15 API Suppliers
5 USDMF
2 EU WC
9 Listed Suppliers

FINISHED DOSAGE FORMULATIONS

10 FDF Dossiers, 6 FDA Orange Book, 1 Europe, 3 Listed Dossiers

10 FDF Dossiers
6 FDA Orange Book
1 Europe
3 Listed Dossiers

DIGITAL CONTENT

3 NEWS #PharmaBuzz

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3 NEWS #PharmaBuzz

GLOBAL SALES INFORMATION

1 Finished Drug Prices

globalSalesInformation
1 Finished Drug Prices

Synopsis

ACTIVE PHARMA INGREDIENTS

API Suppliers

USDMF

CEP/COS

JDMF

EU WC

KDMF

NDC API

VMF

Listed Suppliers

API REF. PRICE (USD/KG)

$ 0

MARKET PLACE

API

FDF

0INTERMEDIATES

FINISHED DOSAGE FORMULATIONS

FDF Dossiers

FDA Orange Book

Europe

Canada

Australia

South Africa

Listed Dossiers

0 DRUGS IN DEVELOPMENT

DRUG PRODUCT COMPOSITIONS

REF. STANDARDS OR IMPURITIES

EDQM

USP

Others

PATENTS & EXCLUSIVITIES

US Patents

US Exclusivities

Health Canada Patents

DIGITAL CONTENT

Data Compilation #PharmaFlow

Stock Recap #PipelineProspector

Weekly News Recap #Phispers

News #PharmaBuzz

GLOBAL SALES INFORMATION

US Medicaid (USD)

Annual Reports (USD Million)

Finished Drug Prices

0RELATED EXCIPIENT COMPANIES

0EXCIPIENTS BY APPLICATIONS

Chemistry

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Also known as: Nandrolone phenylpropionate, 62-90-8, Nortestosterone phenylpropionate, Nadrolone phenylpropionate, Nandrolon phenylpropionate, Fenobolin

Molecular Formula

C₂₇H₃₄O₃

Molecular Weight

406.6 g/mol

InChI Key

UBWXUGDQUBIEIZ-QNTYDACNSA-N

FDA UNII

KF7Z9K2T3W

C18 steroid with androgenic and anabolic properties. It is generally prepared from alkyl ethers of estradiol to resemble testosterone but less one carbon at the 19 position. It is a schedule III drug in the U.S.

1 2D Structure

Nandrolone Phenpropionate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

[(8R,9S,10R,13S,14S,17S)-13-methyl-3-oxo-2,6,7,8,9,10,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl] 3-phenylpropanoate

2.1.2 InChI

InChI=1S/C27H34O3/c1-27-16-15-22-21-11-9-20(28)17-19(21)8-10-23(22)24(27)12-13-25(27)30-26(29)14-7-18-5-3-2-4-6-18/h2-6,17,21-25H,7-16H2,1H3/t21-,22+,23+,24-,25-,27-/m0/s1

2.1.3 InChI Key

UBWXUGDQUBIEIZ-QNTYDACNSA-N

2.1.4 Canonical SMILES

CC12CCC3C(C1CCC2OC(=O)CCC4=CC=CC=C4)CCC5=CC(=O)CCC35

2.1.5 Isomeric SMILES

C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2OC(=O)CCC4=CC=CC=C4)CCC5=CC(=O)CC[C@H]35

2.2 Other Identifiers

2.2.1 UNII

KF7Z9K2T3W

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 17 Beta-hydroxyestr-4-en-3-one Hydrocinnamate

2. Durabolin

3. Fenobolin

4. Nandrolone Phenpropionate, (17alpha)-isomer

5. Nerobolil

6. Nerobolyl

7. Norandrolone Phenylpropionate

8. Nortestosterone Phenylpropionate

9. Nsc-23162e

2.3.2 Depositor-Supplied Synonyms

1. Nandrolone Phenylpropionate

2. 62-90-8

3. Nortestosterone Phenylpropionate

4. Nadrolone Phenylpropionate

5. Nandrolon Phenylpropionate

6. Fenobolin

7. Nandrolin

8. Nerobolil

9. Norandrostenolone Phenylpropionate

10. Superanabolon

11. Durabolin

12. Phenobolin

13. Norandrolone Phenyl Propionate

14. Ntpp

15. 19ntpp

16. Norandrolone Phenylpropionate

17. Nandrolone Phenylpionate

18. Nandrobolic

19. Strabolene

20. 19-nortestosterone, Hydrocinnamate

21. 19-nortestosterone Phenylpropionate

22. 19-nortestosterone Phenyl Propionate

23. 19-norandrostenolone Phenylpropionate

24. Kf7z9k2t3w

25. Activin

26. Nerobil

27. Sk 22271

28. Chebi:7468

29. [(8r,9s,10r,13s,14s,17s)-13-methyl-3-oxo-2,6,7,8,9,10,11,12,14,15,16,17-dodecahydro-1h-cyclopenta[a]phenanthren-17-yl] 3-phenylpropanoate

30. Nandrolone Phenpropionate [usp]

31. (17beta)-3-oxoestr-4-en-17-yl 3-phenylpropanoate

32. Nsc-23162

33. Anticatabolin

34. Estr-4-en-3-one, 17-(1-oxo-3-phenylpropoxy)-, (17b)-

35. Dsstox_cid_3353

36. 17-(1-oxo-3-phenylpropoxy)estr-4-en-3-one

37. Dsstox_rid_76989

38. Dsstox_gsid_23353

39. Nandrolone Phenpropionate (usp)

40. Nandrolone Phenylpropionate (jan)

41. Sintabolin

42. Anabosan

43. Equibolin

44. Norandrol

45. Cas-62-90-8

46. Durabolin-50

47. Nandrolone Phenylpropionate [jan]

48. 17b-hydroxyestr-4-en-3-one 17-(3-phenylpropionate)

49. Unii-kf7z9k2t3w

50. Activine

51. Durabolin (tn)

52. Ncgc00159356-02

53. Einecs 200-551-9

54. Nsc 23162

55. 17.beta.-phenylpropionyloxy-4-estrene-3-one

56. Brn 3170861

57. 17-.beta.-hydroxyestr-4-en-3-one Hydrocinnamate

58. 17-beta-phenylpropionyloxy-4-estren-3-one

59. 17beta-phenylpropionyloxy-4-estrene-3-one

60. 17beta-hydroxyestr-4-en-3-one Hydrocinnamate

61. 17-beta-hydroxyestr-4-en-3-one Hydrocinnamate

62. Schembl8443

63. 3-oxo-4-estren-17beta-yl-(3-phenylpropionat)

64. 4-09-00-01758 (beilstein Handbook Reference)

65. Nortestosterone Furanpropionate

66. 17-beta-hydroxy-estra-4-en-3-one, 17-phenylpropionate

67. Chembl1200412

68. Dtxsid2023353

69. 17-beta-hydroxyestr-4-en-3-one 17-(3-phenylpropionate)

70. Estr-4-ene-3-one, 17-beta-hydroxy-, 3-phenylpropionate

71. Estr-4-en-3-one, Hydrocinnamate

72. Estr-4-en-3-one, 17-(1-oxo-3-phenylpropoxy)-, (17beta)-

73. (8r,9s,10r,13s,14s,17s)-13-methyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1h-cyclopenta[a]phenanthren-17-yl 3-phenylpropanoate

74. Nsc23162

75. Zinc3881613

76. Tox21_113342

77. Nandrolone Phenpropionate Ciii

78. Nandrolone Phenpropionate [mi]

79. Akos015888240

80. Tox21_113342_1

81. Db00984

82. Ds-3294

83. Nandrolone Phenpropionate [vandf]

84. Ncgc00274069-01

85. Nandrolone Phenpropionate [who-dd]

86. Nandrolone Phenylpropionate [mart.]

87. 3-oxoestr-4-en-17beta-yl 3-phenylpropanoate

88. C08155

89. D00956

90. Nandrolone Phenpropionate [orange Book]

91. Nandrolone Phenpropionate [usp Impurity]

92. 198n407

93. Estr-4-en-3-one, 17beta-hydroxy-, Hydrocinnamate

94. Nandrolone Phenpropionate 100 Microg/ml In Methanol

95. Q4312826

96. W-104946

97. Estr-4-en-3-one, 17-beta-hydroxy-, Hydrocinnamate

98. (1s,2r,10r,11s,14s,15s)-15-methyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-14-yl 3-phenylpropanoate

2.4 Create Date

2005-03-26

3 Chemical and Physical Properties

Molecular Formula	C₂₇H₃₄O₃
Molecular Weight	406.6 g/mol
XLogP3	5.1
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	5
Exact Mass	406.25079494 g/mol
Monoisotopic Mass	406.25079494 g/mol
Topological Polar Surface Area	43.4 Å²
Heavy Atom Count	30
Formal Charge	0
Complexity	703
Isotope Atom Count	0
Defined Atom Stereocenter Count	6
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Drug and Medication Information

4.1 Drug Indication

For the treatment of refractory deficient red cell production anemias, breast carcinoma, hereditary angioedema, antithrombin III deficiency, fibrinogen excess, growth failure and Turner's syndrome. It is also indicated in the prophylaxis of hereditary angioedema.

5 Pharmacology and Biochemistry

5.1 Pharmacology

Nandrolone is an anabolic steroid occurring naturally in the human body, albeit in small quantities. Nandrolone increases production and urinary excretion of erythropoietin. It may also have a direct action on bone marrow. Nandrolone binds to the androgen receptor to a greater degree than testosterone, but due to its inability to act on the muscle in ways unmediated by the receptor, has less overall effect on muscle growth.

5.2 MeSH Pharmacological Classification

Anabolic Agents

These compounds stimulate anabolism and inhibit catabolism. They stimulate the development of muscle mass, strength, and power. (See all compounds classified as Anabolic Agents.)

5.3 Absorption, Distribution and Excretion

Absorption

The absorption after oral dosing is rapid for testosterone and probably for other anabolic steroids, but there is extensive first-pass hepatic metabolism for all anabolic steroids except those that are substituted at the 17-alpha position. The rate of absorption from subcutaneous or intramuscular depots depends on the product and its formulation. Absorption is slow for the lipid-soluble esters such as the cypionate or enanthate, and for oily suspensions.

5.4 Metabolism/Metabolites

Nandrolone is unusual in that unlike most anabolic steroids, it is not broken down into the more reactive DHT by the enzyme 5-reductase, but rather into a less effective product known as Dihydronandrolone.

5.5 Biological Half-Life

The elimination half-life from plasma is very short.

5.6 Mechanism of Action

Nandrolone is an androgen receptor agonist. The drug bound to the receptor complexes which allows it to enter the nucleus and bind directly to specific nucleotide sequences of the chromosomal DNA. The areas of binding are called hormone response elements (HREs), and influence transcriptional activity of certain genes, producing the androgen effects.

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