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2'H-Androst-2-eno[3,2-c]pyrazol-17-ol,17-methyl-, (5a,17b)-(CAS No. 10418-03-8)

2'H-Androst-2-eno[3,2-c]pyrazol-17-ol,17-methyl-, (5a,17b)- C21H32N2O (cas 10418-03-8) Molecular Structure

10418-03-8 Structure

Identification and Related Records

【Name】
2'H-Androst-2-eno[3,2-c]pyrazol-17-ol,17-methyl-, (5a,17b)-
【CAS Registry number】
10418-03-8
【Synonyms】
2'H-5a-Androst-2-eno[3,2-c]pyrazol-17b-ol, 17-methyl- (8CI)
17-Methyl-5a-androstano[3,2-c]pyrazol-17b-ol
17-Methyl-pyrazolo[4',3':2,3]-5a-androstan-17b-ol
17a-Methyl-17b-hydroxy-5a-androstano(3,2-c)pyrazole
17b-Hydroxy-17-methyl-5a-androstano[3,2-c]pyrazole
Anabol
Androstanazol
Androstanazolestanazol
Estazol
Stanazolol
Stromba
Strombaject
Tevabolin
Win 14833
Winstrol
【EINECS(EC#)】
233-894-8
【Molecular Formula】
C21H32N2O (Products with the same molecular formula)
【Molecular Weight】
328.49
【Inchi】
InChI=1/C21H32N2O/c1-19-11-13-12-22-23-18(13)10-14(19)4-5-15-16(19)6-8-20(2)17(15)7-9-21(20,3)24/h12,14-17,24H,4-11H2,1-3H3,(H,22,23)/t14-,15+,16-,17-,19-,20-,21-/m0/s1
【InChIKey】
LKAJKIOFIWVMDJ-KIWJEFSTSA-N
【Canonical SMILES】
CC12CCC3C(C1CCC2(C)O)CCC4C3(CC5=C(C4)NN=C5)C
【Isomers smiles】
C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@]2(C)O)CC[C@@H]4[C@@]3(CC5=C(C4)NN=C5)C
【MOL File】
10418-03-8.mol

Chemical and Physical Properties

【Appearance】
white to light yellow Powder
【Density】
1.129 g/cm3
【Melting Point】
242 °C
【Boiling Point】
490.8 °C at 760 mmHg
【Vapour】
1.89E-10mmHg at 25°C
【Refractive Index】
34 ° (C=0.4, CHCl3)
【Flash Point】
250.7 °C
【Alpha】
34 o
【Solubilities】
Insoluble
【Color/Form】
white to light yellow
【Stability】
Stable at normal temperatures and pressures.
【Storage temp】
2-8°C
【Spectral properties】
Specific optical rotation: +35.7 deg/D (chloroform); +48.6 deg/D (methanol);
UV max absorption: 223 nm (log epsilon= 4740)
【Computed Properties】
Molecular Weight:328.49158 [g/mol]
Molecular Formula:C21H32N2O
XLogP3-AA:4.5
H-Bond Donor:2
H-Bond Acceptor:2
Rotatable Bond Count:0
Tautomer Count:2
Exact Mass:328.251464
MonoIsotopic Mass:328.251464
Topological Polar Surface Area:48.9
Heavy Atom Count:24
Formal Charge:0
Complexity:538
Isotope Atom Count:0
Defined Atom Stereocenter Count:7
Undefined Atom Stereocenter Count:0
Defined Bond Stereocenter Count:0
Undefined Bond Stereocenter Count:0
Covalently-Bonded Unit Count:1
Feature 3D Acceptor Count:2
Feature 3D Donor Count:2
Feature 3D Ring Count:5
Effective Rotor Count:1.8
Conformer Sampling RMSD:0.6
CID Conformer Count:1

Safety and Handling

【Hazard Codes】
Xn: Harmful;
【Risk Statements】
R63
【Safety Statements 】
53-22-36/37/39-36-26
【Safety】
Hazard Codes:Xn,Xi
Risk Statements:63
63:Possible risk of harm to the unborn child
Safety Statements:53-22-36/37/39-36-26
53:Avoid exposure - obtain special instruction before use
22:Do not breathe dust
36/37/39:Wear suitable protective clothing, gloves and eye/face protection
36:Wear suitable protective clothing
26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
WGK Germany:3
【Formulations/Preparations】
Stanozolol, NF, Winstrol; tablets: 2 mg /From Table/
【Exposure Standards and Regulations】
Schedules of controlled substances are established by section 202 of the Controlled Substances Act (21 U.S.C. 812). Schedule III shall consist of the drugs and other substances, by whatever official name, common or usual name, chemical name, or brand name designated, listed in this section. Unless specifically excepted or unless listed in another schedule, any material, compound, mixture, or preparation containing any quantity of the following substances, including its salts, isomers, and salts of isomers whenever the existence of such salts of isomers is possible within the specific chemical designation. DEA Code #: 4000; Drug class: anabolic steroids.
Implantation or injectable dosage form new animal drugs. Stanozolol sterile suspension. ... Used as a anabolic steroid treatment in dogs, cats, and horses.
Oral dosage form new animal drugs. Stanozolol tablets. ... Conditions of use: Used as an anabolic steroid treatment in dogs and cats.
Oral dosage form new animal drugs. Stanozolol chewable tablets. ... Conditions of use: Used as an anabolic steroid treatment in dogs.
【Specification】

The systematic name of Stanozolol is (1S,3aS,3bR,5aS,10aS,10bS,12aS)-1,10a,12a-trimethyl-1,2,3,3a,3b,4,5,5a,6,7,10,10a,10b,11,12,12a-hexadecahydrocyclopenta[5,6]naphtho[1,2-f]indazol-1-ol. With the CAS registry number 10418-03-8, it is also named as 17-Methyl-2'H-5alpha-androst-2-eno(3,2-c)pyrazol-17beta-ol. The product's categories are pharmaceutical; active pharmaceutical ingredients; biochemistry; steroids. It is white to light yellow powder which was developed by Winthrop Laboratories in 1962. And it is a synthetic anabolic steroid derived from testosterone, and has been approved by the FDA for human use. But in the United States, like other anabolic steroids, stanozolol is classified as a controlled substance under federal regulation.

The other characteristics of this product can be summarized as:?(1)ACD/LogP: 5.53; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 5.52; (4)ACD/LogD (pH 7.4): 5.53; (5)ACD/BCF (pH 5.5): 9063.27; (6)ACD/BCF (pH 7.4): 9432.91; (7)ACD/KOC (pH 5.5): 23400.01; (8)ACD/KOC (pH 7.4): 24354.36; (9)#H bond acceptors: 3; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 1; (12)Index of Refraction: 1.573; (13)Molar Refractivity: 95.87 cm3; (14)Molar Volume: 290.8 cm3; (15)Polarizability: 38×10-24 cm3; (16)Surface Tension: 48.8 dyne/cm; (17)Enthalpy of Vaporization: 79.77 kJ/mol; (18)Vapour Pressure: 1.89E-10 mmHg at 25°C; (19)Tautomer Count: 2; (20)Exact Mass: 328.251464; (21)MonoIsotopic Mass: 328.251464; (22)Topological Polar Surface Area: 48.9; (23)Heavy Atom Count: 24.

Preparation: The pyrazole ring in stanozolol can be prepared by the condensation of a keto-aldehyde with hydrazine.

Uses of Stanozolol: It is used in chronic wasting disease, weight loss?of illness and after surgery, elderly and frail, osteoporosis, stunted children, aplastic anemia and so on.?Stanozolol is commonly used by athletes and bodybuilders alike to lose fat while retaining lean body mass. Additionly, it?is preferred by many steroid users due to the fact that it causes strength increases without excess weight-gain, promotes increases in vascularity, and will not convert to estrogen.

When you are using this chemical, please be cautious about it as the following:
It is possible risk of harm to the unborn child, so people should?not breathe dust.?In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.?If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection.?Additionally, avoid exposure - obtain special instructions before use.?

People can use the following data to convert to the molecule structure.?
1. SMILES:O[C@@]5(C)CC[C@H]4[C@H]3[C@@H]([C@]2(Cc1c(nnc1)C[C@@H]2CC3)C)CC[C@@]45C?
2. InChI:InChI=1/C21H32N2O/c1-19-11-13-12-22-23-18(13)10-14(19)4-5-15-16(19)6-8-20(2)17(15)7-9-21(20,3)24/h12,14-17,24H,4-11H2,1-3H3,(H,22,23)/t14-,15+,16-,17-,19-,20-,21-/m0/s1

【Octanol/Water Partition Coefficient】
log Kow = 4.4 (est)
【Disposal Methods】
SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.

Use and Manufacturing

【Use and Manufacturing】
Methods of Manufacturing

Manson, US 3030358 (1962 to Sterling Drug).
17-Methyl-5alpha-androstan-17beta-ol-3-one is converted into its 2-formyl derivative which is then condensed with hydrazine hydrate.
【Usage】

Used in the treatment of hereditary angioedema, which causes episodes of swelling of the face, extremities, genitals, bowel wall, and throat.

Biomedical Effects and Toxicity

【Pharmacological Action】
- These compounds stimulate anabolism and inhibit catabolism. They stimulate the development of muscle mass, strength, and power.
- Compounds that interact with ANDROGEN RECEPTORS in target tissues to bring about the effects similar to those of TESTOSTERONE. Depending on the target tissues, androgenic effects can be on SEX DIFFERENTIATION; male reproductive organs, SPERMATOGENESIS; secondary male SEX CHARACTERISTICS; LIBIDO; development of muscle mass, strength, and power.
【Therapeutic Uses】
Anabolic Steroids
Stanozolol ... /is/ indicated in conditions such as chronic infections, extensive surgery, corticosteroid-induced myopathy, decubitus ulcers, burns, or severe trauma, which require reversal of catabolic processes or protein-sparing effects. /This agent is/ ... adjunct to, and not replacement for, conventional treatment of these disorders. /NOT included in US product labeling/
Stanozolol is effective in raising hemoglobin concentrations in some cases of aplastic anemia (congenital or idiopathic). /NOT included in US product labeling/
Stanozolol ... /is/ indicated in the prophylaxis of hereditary angioedema to decrease the frequency and severity of attacks. /Included in US product labeling/
Stanozolol ... /is/ used in the treatment of hereditary angioedema. /NOT included in US product labeling/
Stanozolol is indicated in the treatment of conditions associated with decreased fibrinolytic activity due to antithrombin III deficiency or excess fibrinogen. These conditions may include cutaneous vasculitis, scleroderma of Raynaud's disease, vasculitis of Behcet's disease, and complications of deep vein thrombosis such as venous lipodermatosclerosis. Stanozolol is indicated in the prevention of recurrent venous thrombosis associated with antithrombin III deficiency. Stanozolol may be of benefit in patients susceptible to or with a history of thromboembolism for the treatment of vascular disorders associated with these forms of reduced fibrinolytic activity. /NOT included in US product labeling/
Exptl use: medication (vet): ...to stimulate growth in calves.
Medication (vet): ...useful adjunct to other therapy, and... improved nutrition in diseases characterized by anorexia, wt loss, or debility in cats and dogs. Useful in older animals with poor nitrogen balance, some dermatoses, or in any animal following severe trauma to tissues.
MEDICATION (VET): Anabolic steroid
Anabolic steroids may be used in children as an adjunct in the treatment of growth failure caused by pituitary growth hormone (GH) deficiency (pituitary dwarfism) or if the response to human growth hormone administration is inadequate. /Anabolic steroids; NOT included in US product labeling/
【Biomedical Effects and Toxicity】
It is not known whether anabolic steroids are distributed into breast milk. /Anabolic steroids/

Environmental Fate and Exposure Potential

【Environmental Fate/Exposure Summary】
TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 15,000(SRC), determined from a structure estimation method(2), indicates that stanozolol is expected to be immobile in soil(SRC). Volatilization of stanozolol from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 1.1X10-8 atm-cu m/mole(SRC), using a fragment constant estimation method(3). Stanozolol is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 3.3X10-9 mm Hg(SRC), determined from a fragment constant method(4). No biodegradation data were available(SRC, 2005).
AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 15,000(SRC), determined from a structure estimation method(2), indicates that stanozolol is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 1.1X10-8 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). According to a classification scheme(5), an estimated BCF of 500(SRC), from an estimated log Kow of 4.4(6) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is high(SRC). No biodegradation data were available(SRC, 2005).
ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), stanozolol, which has an estimated vapor pressure of 3.3X10-9 mm Hg at 25 deg C(SRC), determined from a fragment constant method(2), is expected to exist solely in the particulate phase in the ambient atmosphere. Particulate-phase stanozolol may be removed from the air by wet and dry deposition(SRC). Stanozolol does not absorb light at wavelengths >290 nm(3), and therefore should not be susceptible to direct photolysis.

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