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药品详细

Nandrolone phenpropionate(苯丙酸诺龙)

化学结构式图
中文名
苯丙酸诺龙
英文名
Nandrolone phenpropionate
分子式
C27H34O3
化学名
(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
分子量
Average: 406.5571
Monoisotopic: 406.250794954
CAS号
434-22-0
ATC分类
A14A 未知;S01X 其他眼科用药
药物类型
small molecule
阶段
illicit, approved
商品名
同义名
基本介绍

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.

生产厂家
  • Abraxis pharmaceutical products
  • Akorn inc
  • Organon usa inc
  • Watson laboratories inc
封装厂家
参考
Synthesis Reference Not Available
General Reference
  1. InChem Data Sheet
剂型
规格
化合物类型
Type small molecule
Classes
  • Steroids and Steroid Derivatives
Substructures
  • Steroids and Steroid Derivatives
  • Carboxylic Acids and Derivatives
  • Alkanes and Alkenes
  • Acetates
  • Ethers
  • Benzene and Derivatives
  • Aromatic compounds
  • Cyclohexenes and Derivatives
  • Ketones
适应症
药理
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.
Pharmacodynamics 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.
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.
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.
Volume of distribution Not Available
Protein binding 58%
Metabolism
Nandrolone is unusual in that unlike most anabolic steroids, it is not broken down into the more reactive DHT by the enzyme 5α-reductase, but rather into a less effective product known as Dihydronandrolone.
Route of elimination Not Available
Half life The elimination half-life from plasma is very short.
Clearance Not Available
Toxicity Not Available
Affected organisms
  • Humans and other mammals
Pathways Not Available
理化性质
Properties
State solid
Experimental Properties
Property Value Source
melting point 118 °C PhysProp
water solubility 3090 mg/L (at 25 °C) YALKOWSKY,SH & HE,Y (2003)
logP 2.62 HANSCH,C ET AL. (1995)
Predicted Properties
Property Value Source
water solubility 4.58e-04 g/l ALOGPS
logP 4.22 ALOGPS
logP 5.79 ChemAxon
logS -6 ALOGPS
pKa (strongest acidic) 19.28 ChemAxon
pKa (strongest basic) -4.7 ChemAxon
physiological charge 0 ChemAxon
hydrogen acceptor count 2 ChemAxon
hydrogen donor count 0 ChemAxon
polar surface area 43.37 ChemAxon
rotatable bond count 5 ChemAxon
refractivity 118.43 ChemAxon
polarizability 47.83 ChemAxon
药物相互作用
Drug Interaction
Warfarin Nandrolone may increase the serum concentration and anticoagulant effect of warfarin. Monitor for changes in prothrombin time and therapeutic effects of warfarin if nandrolone is initiated, discontinued or dose changed.
食物相互作用
Not Available

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