TRILOSTANE

PRODUCT IDENTIFICATION

CAS NO. 13647-35-3, 27107-98-8; 28414-46-2

TRILOSTANE

EINECS NO. 237-133-0
FORMULA C20H27NO3
MOL WT. 329.43

H.S. CODE

 

TOXICITY

 

SYNONYMS Modrastane; Modrenal; Trilostane; Trilostano;
(2-alpha,4-alpha,5-alpha,17-beta)-4,5-Epoxy-17-hydroxy-3-oxoandrostane-2-carbonitrile; 4-alpha,5-Epoxy-3,17-dihydroxy-5-alpha-androst-2-ene-2-carbonitrile; Desopan; Trilostanum; 4-alpha-5-Epoxy-17-beta-hydroxy-3-oxo-5-alpha-androstane-2-alpha-carbonitrile; 4alpha,5-Epoxy-3,17beta-dihydroxy-5alpha-androst-2-ene-2-carbonitrile;
DERIVATION

 

CLASSIFICATION

Steroid

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE white to off-white crystalline powder
MELTING POINT 264 C
BOILING POINT  
SPECIFIC GRAVITY  
SOLUBILITY IN WATER  
pH  
VAPOR DENSITY  

AUTOIGNITION

 

NFPA RATINGS

 

REFRACTIVE INDEX

 
FLASH POINT  
STABILITY

Stable under ordinary conditions

EXTERNAL LINKS & GENERAL DESCRIPTION

Trilostane: indications for use
  • This is used to control the symptoms of adrenal cortical hyperfunction in Cushings and primary aldosteronism. However, it appears to be less effective than metyrapone for Cushing's syndrome.
  • Trilostane offers an alternative endocrine treatment in advanced postmenopausal breast cancer. It has a unique mode of action; it is an allosteric modulator of the oestrogen receptor and targets both the oestrogen- and growth factor-dependent pathways through which oestradiol stimulates cell proliferation. In clinical trials, trilostane has been shown to be an effective treatment for breast cancer in patients who have relapsed after receiving treatment with one or more forms of endocrine therapy.6 It may also have a role in the treatment of prostate cancer.
  • It is used to treat resistant oedema due to increased aldosterone secretion in cirrhosis, nephrotic syndrome, and congestive heart failure (with glucocorticoid replacement therapy). (http://www.patient.co.uk/)

Canine hyperadrenocorticism (HAC) has been most commonly treated with the adrenolytic drug o, p'-DDD (mitotane). However, it is well recognised that mitotane has several side effects, is associated with a high frequency of relapses and is not without risk to owners. Other drugs such as ketoconazole and l-deprenyl (selegeline) have also been investigated for the treatment of HAC. Ketoconazole, whilst effective, is hepatotoxic. L-deprenyl, whilst safe, has limited efficacy in reducing circulating cortisol concentrations. Recently it has been suggested that trilostane was an effective treatment for canine hyperadrenocorticism. Several workers in the field have subsequently used trilostane in canine pituitary dependent and adrenal dependent hyperadrenocorticism, in feline hyperadrenocorticism and in equine Cushing's syndrome. Trilostane is a synthetic, orally active steroid analogue. It can act as a competitive inhibitor of the 3ß hydroxysteroid dehydrogenase enzyme system and thereby inhibit the synthesis of several steroids, including cortisol and aldosterone. This blockade is reversible and seems to be dose-related. (http://www.fincaverde.de/)

Pharmacological Actions
  • Steroidal Abortifacient
  • Adrenocortical suppressant
  • Anthelmintic
  • Antineoplastic
  • Enzyme inhibitor
  • Hormone

SALES SPECIFICATION

APPEARANCE

white to off-white crystalline powder
ASSAY

99.0% min (HPLC)

HEAVY METALS

20ppm max

IMPURITY

1.0% max (Total), 0.5% max (Individual)

LOSS ON DRYING

0.5% max

TRANSPORTATION
PACKING  
HAZARD CLASS  
UN NO.  
PRICE
U$3,100 (25g)