6911-95-1

Basic information

• Product Name: Testosterone, oxime
• Synonyms: Testosterone, oxime;testosterone-3-oxime;17β-Hydroxyandrost-4-en-3-one oxime
• CAS NO: 6911-95-1
• Molecular Formula: C19H29 N O2
• Molecular Weight: 0
• Mol File: 6911-95-1.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 467.004°C at 760 mmHg
• Flash Point: 308.079°C
• Appearance: /
• Density: 1.304g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.655
• CAS DataBase Reference: Testosterone, oxime(CAS DataBase Reference)
• NIST Chemistry Reference: Testosterone, oxime(6911-95-1)
• EPA Substance Registry System: Testosterone, oxime(6911-95-1)

Safety Data

• Hazardous Substances Data: 6911-95-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C19H29NO2/c1-18-9-7-13(20-22)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h11,14-17,21-22H,3-10H2,1-2H3/b20-13-/t14-,15-,16-,17-,18-,19-/m0/s1

Upstream product

• 58-22-0 testosterone 
• 1045-69-8 testosterone acetate 
• 521-17-5 5-androstenediol 
• 2099-26-5 androstenediol-3,17-diacetate 
• 5937-72-4 androstenediol-17-acetate 

Relevant articles and documents

Disturbance in sex-steroid serum profiles of cattle in response to exogenous estradiol: A screening approach to detect forbidden treatments

Estradiol benzoate (EB) has been one of the most widely used estrogenic agents in animal husbandry, as a way of exogenously introducing the natural hormone estradiol-17β into the animal organism. Estradiol was previously employed to induce anabolic effects or reproductive improvements in cattle. However, the employment of EB in European countries has been permanently forbidden by Directive 2008/97/EC to guarantee consumers' health. Despite this prohibition, the control of estradiol-17β and its esters continues to be a difficult task for residue-monitoring plans in European Communities because official analyses of natural thresholds for hormones in cattle have not yet been established, leading to a lack of confirmation for any exogenous administration of natural hormones. Several researchers have worked on excretion profiles of metabolites, variation in specific hormonal ratios and metabolomic fingerprints after hormonal treatments. This research focuses on the possible existence of disturbances in the serum profile of animals treated with EB in terms of steroid sex hormones (androgens, oestrogens and progestogens), by investigating the serum levels of several of these hormones. The serum samples were collected from three groups of cows: one treated with an intramuscular injection of EB, one treated with a combination of intravaginal EB and progesterone and a control (non-treated) group. The samples have been analysed by a validated high-performance liquid chromatography-tandem mass spectrometry (HPLC-MS/MS) method, and 17 natural hormones were identified and quantified. Subsequently, data from the serum profiles were submitted for statistic and multivariate analysis, and it was possible to observe a manifest variation between animal groups. The obtained results can help in the development of a viable screening tool for monitoring purposes in cattle.

Nucleosteroids: Carbocyclic nucleoside analogs of androst-4-en-17β-ol

Steroidal nucleoside analogs were synthesized starting from testosterone. By reduction of the oxime of 17β-hydroxy-androst-4-en-3-one (testosterone), a mixture of the two amino epimers of C-3 were obtained. The 3α-amino-androst-4-en-17β-ol was crystallized in 73% yield and coupled with 5-amino-4,6-dichloropyrimidine to give 3α-(5′-amino-4′-chloro-pyrimidin-6′-yl)amino-androst-4-en-17β-ol. This compound was treated with triethyl orthoformate in acid media to give the corresponding purinyl steroid adduct 3α-(6′-chloro-purin-9′-yl)-androst-4-en-17β-ol in 98% yield. This substance, in turn, was converted with good yield into the 6′-thio, 6′-methylamino, and 6′-diethyl aminopurinyl derivatives through nucleophilic reactions at C-6 of the purine nucleus. Copyright