Testosterone supplier | CasNO.58-22-0

Name
Testosterone
EINECS 200-370-5
CAS No. 58-22-0
Article Data195
CAS DataBase
Density 1.12 g/cm³
Solubility 22.79mg/L(20 oC)
Melting Point 152-156 °C
Formula C₁₉H₂₈O₂
Boiling Point 432.9 °C at 760 mmHg
Molecular Weight 288.43
Flash Point 184.7 °C
Transport Information
Appearance white crystalline odourless solid
Safety 53-45-24/25-36/37
Risk Codes 60-61-11-19-20-40-63-45
Molecular Structure
Hazard Symbols T,Xn
Synonyms Testosterone(7CI,8CI);(+)-Testosterone;17b-Hydroxy-D4-androsten-3-one;4-Androsten-3-one-17b-ol;Andro 100;Androderm;Andronaq;Androst-4-en-17b-ol-3-one;Androst-4-ene-17b-ol-3-one;Andrusol;COL 1621;Cristerona T;Geno-cristaux Gremy;Homosterone;Intrinsa;Mertestate;Neotestis;Opterone;Orquisteron;Percutacrineandrogenique;Primoteston;Relibra;Striant;Sustanone;Synandrol F;Testandrone;Testim;Testobase;Testogel;Testolin;Testosteron;Testro AQ;Testryl;Tostrex;Virormone;D4-Androsten-17b-ol-3-one;Nandrolone Phenylpropionate;Androst-4-en-3-one,17-hydroxy-, (17b)-;
PSA 37.30000
LogP 3.87920

Synthetic route

: 57711-43-0
17β-<(t-butyldimethylsilyl)oxy>androst-4-en-3-one

: 58-22-0
testosterone

Conditions

Conditions	Yield
With aniline-terephthalaldehyde resin p-toluenesulfonic acid salt In methanol at 20℃; for 32h;	100%
With high p-toluenesulfonate content diphenylamine and terephthalaldehyde resin In methanol at 20℃; for 32h;	100%
With water; 2,3-dicyano-5,6-dichloro-p-benzoquinone In acetonitrile for 7h; Ambient temperature;	92%
With lithium tetrafluoroborate In dichloromethane; acetonitrile	78%

: 4126-29-8
(8R,9S,10R,13S,14S,17S)-10,13-dimethyl-17-((tetrahydrofuran-2-yl)oxy)-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3H-cyclopenta[a]phenanthren-3-one

: 58-22-0
testosterone

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In ethanol for 1h; Ambient temperature;	100%

: 975-57-5
3,3-(ethylenedioxy)-5-androsten-17β-ol

: 58-22-0
testosterone

Conditions

Conditions	Yield
With sulfuric acid; water; silica gel In toluene for 0.5h;	98%
With hydrogenchloride In methanol at 20℃; for 1h;	94%
With silica gel; copper(II) sulfate In chloroform for 3h; Heating;	82%
Edukt 1: aus Androst-4-en-3,17-dion;
Multi-step reaction with 5 steps 1: 90 percent / CrO3*(pyridine)2 / CH2Cl2 / 12 h / Ambient temperature 2: 1.) diisopropylamine, n-BuLi / 1.) THF, -78 deg C, 15 min 3: LiAlH4 / diethyl ether / 2 h / -15 °C 4: p-toluenesulfonic acid / acetone / 2 h / Heating 5: 39 percent / triphenyltin hydride / toluene / 2 h / Heating View Scheme

: 61014-73-1
(8R,9S,10R,13S,14S,17S)-10,13-dimethyl-17-((triethylsilyl)oxy)-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3H-cyclopenta[a]phenanthren-3-one

: 58-22-0
testosterone

Conditions

Conditions	Yield
With aniline-terephthalaldehyde resin p-toluenesulfonic acid salt In methanol at 20℃; for 0.25h;	98%
With water; 2,3-dicyano-5,6-dichloro-p-benzoquinone In tetrahydrofuran for 1h; Ambient temperature;	95%
With high p-toluenesulfonate content diphenylamine and terephthalaldehyde resin In methanol at 20℃; for 0.25h;	90%

: 26341-28-6
17β-(methoxymethoxy)androst-4-en-3-one

: 58-22-0
testosterone

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate; ethanethiol In dichloromethane for 0.5h; Ambient temperature;	96%

: 1045-69-8
testosterone acetate

: 58-22-0
testosterone

Conditions

Conditions	Yield
With copper dichloride In methanol; water for 20h; Heating;	95%
With bis(tri-n-butyltin)oxide In toluene at 110℃; for 27h;	59%
With potassium hydroxide

: 516-63-2
17β-(2'-tetrahydropyranyloxy)androst-4-en-3-one

: 58-22-0
testosterone

Conditions

Conditions	Yield
bis(trimethylsilyl)sulphate In methanol; 1,2-dichloro-ethane for 1h; Ambient temperature;	95%
With aniline-terephthalaldehyde resin p-toluenesulfonic acid salt In methanol at 20℃; for 8h;	92%
With high p-toluenesulfonate content diphenylamine and terephthalaldehyde resin In methanol at 20℃; for 3h;	90%
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In methanol; water for 7h; Ambient temperature;	87%

: 51154-10-0
17β-hydroxy-4ξ,5-oxido-5ξ-androstan-3-one

: 58-22-0
testosterone

Conditions

Conditions	Yield
With Amberlyst 15; sodium iodide In acetone at 20℃; for 6h; deoxygenation;	95%

: 20860-15-5
17β-benzyloxy-testosterone

: 58-22-0
testosterone

Conditions

Conditions	Yield
With dimethylsulfide; boron trifluoride diethyl etherate In dichloromethane at 30℃; for 19h;	94.4%
Multi-step reaction with 2 steps 1: 84.5 percent / EtSH, boron trifluoride etherate / CH2Cl2 / 18 h / 30 °C 2: 83.3 percent / 5percent HCl / H2O; acetone / 1 h / Ambient temperature View Scheme
Multi-step reaction with 2 steps 1: 84.5 percent / boron trifluoride etherate / CH2Cl2 / 18 h / 30 °C 2: 83.3 percent / 5percent HCl / H2O; acetone / 1 h / Ambient temperature View Scheme

: 63-05-8
Androstenedione

: 58-22-0
testosterone

Conditions

Conditions	Yield
With zygowilliopsis sp. WY7905 In aq. phosphate buffer at 30℃; for 24h; pH=8; Enzymatic reaction; stereoselective reaction;	93%
With potassium borohydride In tetrahydrofuran; dichloromethane; water at -10 - -5℃; Temperature;	93%
With Trichoderma virens In ethanol at 24℃; for 96h; Microbiological reaction;	60%

: 159949-15-2
testosterone triflate

: 58-22-0
testosterone

Conditions

Conditions	Yield
With 18-crown-6 ether; cesium acetate In benzene for 2h; Product distribution; Heating;	92%

: 3591-23-9, 3593-33-7, 4030-88-0, 4223-57-8, 2484-30-2
6-dehydrotestosterone

: 58-22-0
testosterone

Conditions

Conditions	Yield
With palladium 10% on activated carbon; ammonium formate In butan-1-ol at 113 - 116℃; for 8h; Inert atmosphere;	91.9%

: 17β-(3-methyl-2-butenyloxy)androst-4-en-3-one

: 58-22-0
testosterone

Conditions

Conditions	Yield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane; water at 20℃; for 0.75h;	89%
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane for 0.75h;	89%

: 2189-83-5
17β-hydroxy-4β,5-epoxy-5β-androstan-3-one

A: 58-22-0
testosterone

B: 121145-41-3
5β,17β-dihydroxyandrostan-3-one

Conditions

Conditions	Yield
With acetic acid; sodium phenylseleno(triethyl)borate In ethanol at 20℃; for 0.166667h; Reduction; dehydration;	A 6% B 88%

: 1156-92-9
4-androstenediol

: 58-22-0
testosterone

Conditions

Conditions	Yield
With 3,5-dimethyl-1H-pyrazole; pyridinium chlorochromate In dichloromethane at 2 - 3℃; for 0.5h;	87%
With trimethylamine-N-oxide; CHDFe-(CO)3 In acetone at 20℃; for 10h;	76%
With C10H16NO5; potassium carbonate; bis-[(trifluoroacetoxy)iodo]benzene In dichloromethane at -15℃; for 4h; chemoselective reaction;	85%Spectr.

: 850848-14-5
testosterone 2-(prenyloxymethyl)benzoate

: 58-22-0
testosterone

Conditions

Conditions	Yield
Stage #1: testosterone 2-(prenyloxymethyl)benzoate With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane; water at 20℃; for 6h; Stage #2: With ytterbium(III) triflate In dichloromethane at 20℃; for 3h;	87%
Multi-step reaction with 2 steps 1: DDQ / CH2Cl2; H2O / 6 h / 20 °C 2: Yb(OTf)3*H2O / CH2Cl2 / 7 h / 20 °C View Scheme

: 13990-32-4
17β-methoxy-4-androsten-3-one

: 58-22-0
testosterone

Conditions

Conditions	Yield
With aluminium trichloride; sodium iodide In acetonitrile for 5h; Ambient temperature;	86%

: 1852-99-9
(+)-(8R,9S,10R,13S,14S,17S)-17-t-Butoxy-4-androsten-3-one

: 58-22-0
testosterone

Conditions

Conditions	Yield
With trifluoroacetic acid	86%
With trifluoroacetic acid for 1.16667h; Ambient temperature;	86%

: 20860-15-5
17β-benzyloxy-testosterone

A: 58-22-0
testosterone

B: 77503-09-4
(8R,9S,10R,13S,14S,17S)-3-Ethylsulfanyl-10,13-dimethyl-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,17-diol

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate; ethanethiol In dichloromethane at 30℃; for 18h;	A 11.2% B 84.5%

: 20860-15-5
17β-benzyloxy-testosterone

: 75-08-1
ethanethiol

A: 58-22-0
testosterone

B: 77503-09-4
(8R,9S,10R,13S,14S,17S)-3-Ethylsulfanyl-10,13-dimethyl-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,17-diol

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate In dichloromethane at 30℃; for 18h;	A 11.2% B 84.5%

...Expand

: 77503-09-4
(8R,9S,10R,13S,14S,17S)-3-Ethylsulfanyl-10,13-dimethyl-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,17-diol

: 58-22-0
testosterone

Conditions

Conditions	Yield
With hydrogenchloride In water; acetone for 1h; Ambient temperature;	83.3%

: 26614-48-2
(8R,9S,10R,13S,14S)-3-Ethoxy-10,13-dimethyl-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-ol

: 58-22-0
testosterone

Conditions

Conditions	Yield
With trifluoroacetic acid In ethanol at 40 - 45℃; Reagent/catalyst; Solvent; Green chemistry;	82.8%

: 74137-34-1
(8R,9S,10R,13S,14S,17R)-3-Methoxy-10,13-dimethyl-17-((E)-3-trimethylsilanyl-allyl)-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-ol

A: 58-22-0
testosterone

B: 74137-32-9
17β-hydroxy-17α-(trimethylsilylprop-2-enyl)androst-4-en-3-one

Conditions

Conditions	Yield
With acid	A 1% B 82%

: 81176-75-2
(8R,9S,10R,13S,14S,17S)-10,13-dimethyl-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[α]phenanthrene-3,17-diol

: 58-22-0
testosterone

Conditions

Conditions	Yield
With nitrobenzene; palladium on activated charcoal In acetonitrile at 80℃; for 72h;	82%
With tert.-butylhydroperoxide; Rh2(Msip)4; sodium hydrogencarbonate In dichloromethane; water at 40℃; for 24h; Sealed tube; chemoselective reaction;	78%

: des-A-17β-t-butyldimethylsilyloxy-10-(3',3'-dioxyethylene butyl)androstan-5-one

: 58-22-0
testosterone

Conditions

Conditions	Yield
With hydrogenchloride In 1,4-dioxane for 5h; Heating;	77.86%

: 63-05-8
Androstenedione

A: 58-22-0
testosterone

B: 81176-75-2
(8R,9S,10R,13S,14S,17S)-10,13-dimethyl-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[α]phenanthrene-3,17-diol

Conditions

Conditions	Yield
With sodium tetrahydroborate In diethyl ether at 20℃; for 2h;	A 70% B 30%

: 79761-67-4
(8R,9S,10R,13S,14S,17S)-6-[1,3]Dithian-2-yl-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-3-one

: 58-22-0
testosterone

Conditions

Conditions	Yield
With W-2 Raney nickel In acetone at 20℃; for 4h;	60%

: 76920-41-7
3-oxo-androst-4-en-17β-yl Se-phenyl selenocarbonate

A: 58-22-0
testosterone

B: 2872-90-4
4-androsten-3-one

C: 3129-42-8
3-oxo-androst-4-en-17β-yl-methyl formate

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In benzene at 80℃;	A 29% B 7% C 59%
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In xylene at 144℃;	A 23% B 54% C 21%

...Expand

: 315-37-7
testosterone heptanoate

A: 58-22-0
testosterone

B: 63-05-8
Androstenedione

C: 62-99-7, 2944-87-8, 34096-63-4, 34442-08-5, 145772-79-8
6β-hydroxytestosterone

Conditions

Conditions	Yield
With Fusarium fujikuroi PTCC 5144 In ethanol; water at 26℃; for 312h; Reagent/catalyst; Microbiological reaction;	A 20% B 17% C 59%

...Expand

: 58-22-0
testosterone

: 63-05-8
Androstenedione

Conditions

Conditions	Yield
With Jones reagent In acetone at 0℃; Jones Oxidation;	100%
With oxygen; nitrosonium tetrafluoroborate In dichloromethane at 20℃; for 4h;	99%
With N-chloro-succinimide; dodecyl methyl sulfide; triethylamine In toluene at -40℃; for 16h; Corey-Kim oxidation;	97%

: 58-22-0
testosterone

: 108-24-7
acetic anhydride

: 1045-69-8
testosterone acetate

Conditions

Conditions	Yield
With pyridine; dmap at 20℃; for 24h; Inert atmosphere;	100%
With pyridine at 0 - 20℃;	99%
With copper(II) bis(trifluoromethanesulfonate) In dichloromethane at 20℃; for 3h;	92%

: 110-87-2
3,4-dihydro-2H-pyran

: 58-22-0
testosterone

: 516-63-2
17β-(2'-tetrahydropyranyloxy)androst-4-en-3-one

Conditions

Conditions	Yield
bis(trimethylsilyl)sulphate In dichloromethane; 1,2-dichloro-ethane at 0℃; for 0.333333h;	100%
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane for 6h; Ambient temperature;	100%
With aniline-terephthalaldehyde resin p-toluenesulfonic acid salt In acetonitrile at 20℃; for 24h;	100%

: 58-22-0
testosterone

: 108-24-7
acetic anhydride

: 123880-21-7
(17β)-androsta-3,5-diene-3,17-diol diacetate

Conditions

Conditions	Yield
With chloro-trimethyl-silane; sodium iodide	100%

: 58-22-0
testosterone

: 18162-48-6
tert-butyldimethylsilyl chloride

: 57711-43-0
17β-<(t-butyldimethylsilyl)oxy>androst-4-en-3-one

Conditions

Conditions	Yield
N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide for 1.5h; Ambient temperature;	100%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 18h;	95%
With 1H-imidazole In N,N-dimethyl-formamide for 18h; Ambient temperature;	93%

: 3518-65-8
monochloromethanesulfonyl chloride

: 58-22-0
testosterone

: 182243-71-6
Chloro-methanesulfonic acid (8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester

Conditions

Conditions	Yield
With pyridine at 0 - 20℃; for 0.25h;	100%
With pyridine at 0℃; Substitution;

: 58-22-0
testosterone

: 21002-80-2
androst-4-en-17β-ol-3-one-[2,2,4,6,6-D5]

Conditions

Conditions	Yield
With [D]-sodium hydroxide; deuteromethanol; water-d2 at 120℃; for 0.0166667h; Inert atmosphere; Microwave irradiation;	100%

: 58-22-0
testosterone

: trimethyl-[2-oxo-2-[[rac-(1S)-5-[(2-aminooxyacetyl)amino]-1-[(2-methyltetrazol-5-yl)methylcarbamoyl]pentyl]amino]ethyl]ammonium 2,2,2-trifluoroacetic acid salt

: C35H58N9O5(1+)

Conditions

Conditions	Yield
With acetic acid In methanol at 45℃; for 2h;	100%

: 58-22-0
testosterone

: 71101-89-8
trans-4-butylcyclohexane carboxylic acid

A testosterone ester: testosterone ester

B: 105165-22-8
testosterone trans-4-n-butylcyclohexanecarboxylate

Conditions

Conditions	Yield
With trifluoroacetic anhydride In ethanol; dichloromethane; water	A n/a B 99.1%

...Expand

: 58-22-0
testosterone

: 50882-16-1
2-oxocyclopentane-1-carboxylic acid

: 134512-90-6
17-(5-Oxocyclopentylcarbonyloxy)-Δ4-androstene-3-one

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0℃;	99%

: 58-22-0
testosterone

: 3106-67-0
O-(3-carboxy-propyl)hydroxylamine hydrochloride

: 4-[(8R,9S,10R,13S,14S,17S)-17-Hydroxy-10,13-dimethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-(3Z)-ylideneaminooxy]-butyric acid

Conditions

Conditions	Yield
With pyridine at 60℃; for 2.5h;	99%

: 58-22-0
testosterone

: (2S,3S,4S)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methyl-6-phenylsulfanyl-tetrahydro-pyran

: (8R,9S,10R,13S,14S,17S)-17-[(4S,5S,6S)-4,5-Bis-(tert-butyl-dimethyl-silanyloxy)-6-methyl-tetrahydro-pyran-2-yloxy]-10,13-dimethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-3-one

Conditions

Conditions	Yield
Stage #1: testosterone; (2S,3S,4S)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methyl-6-phenylsulfanyl-tetrahydro-pyran With 4 A molecular sieve; Selectfluor In acetonitrile at 0℃; Stage #2: With Amberlyst A-21 In acetonitrile Stage #3: With trimethylammoniomethyl-polymer borohydride In isopropyl alcohol at 20℃;	99%

: 58-22-0
testosterone

: 4416-57-3
testololactone

Conditions

Conditions	Yield
With Penicillium notatum KCH 904 In water; acetone at 27℃; for 72h; Enzymatic reaction;	98%
With Aspergillus tamarii MRC 72400 In N,N-dimethyl-formamide at 24℃; for 120h; Baeyer-Villiger oxidation; Microbiological reaction;	58%
With Aspergillus oryzae
Multi-step reaction with 2 steps 1: Penicillium simplicissimum WY134-2; Tween 80 / aq. buffer / 24 h / 30 °C / pH 8 / Enzymatic reaction 2: aq. buffer / 24 h / 40 °C / pH 1 View Scheme
With penicillium vinaceum AM110 for 48h; Enzymatic reaction;	100 %Chromat.

: 58-22-0
testosterone

: 968-93-4
testolactone

Conditions

Conditions	Yield
With Fusarium oxysporum SC1301 In dimethyl sulfoxide at 30℃; for 15h;	98%
With cultures of cylindrocarpone radicola

: 58-22-0
testosterone

: 124-63-0
methanesulfonyl chloride

: Methanesulfonic acid (8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester

Conditions

Conditions	Yield
With pyridine at 0 - 20℃; for 1h;	98%
With pyridine at 0℃; Substitution;

: 58-22-0
testosterone

: 75-36-5
acetyl chloride

: 1045-69-8
testosterone acetate

Conditions

Conditions	Yield
With potassium fluoride on basic alumina In toluene for 2.5h;	98%
With pyridine; acetic anhydride for 4h; Reflux;	96%
With immobilized p-toluenesulfonic acid polymer bound macroporous In neat (no solvent) at 100℃; for 0.0416667h; Microwave irradiation; Sealed tube; Green chemistry;	33%
With pyridine; acetic anhydride for 4h; Reflux;

: 58-22-0
testosterone

: 151767-37-2
thiophenyl 2-deoxy-3,4,6-tri-O-acetyl-D-glucopyranoside

: Acetic acid (2R,3S,4R)-3-acetoxy-2-acetoxymethyl-6-((8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yloxy)-tetrahydro-pyran-4-yl ester

Conditions

Conditions	Yield
Stage #1: testosterone; thiophenyl 2-deoxy-3,4,6-tri-O-acetyl-D-glucopyranoside With 4 A molecular sieve; Selectfluor In acetonitrile at 0℃; Stage #2: With Amberlyst A-21 In acetonitrile Stage #3: With trimethylammoniomethyl-polymer borohydride In isopropyl alcohol at 20℃;	98%

: 58-22-0
testosterone

: 107-30-2
chloromethyl methyl ether

: 26341-28-6
17β-(methoxymethoxy)androst-4-en-3-one

Conditions

Conditions	Yield
With dmap; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 14h;	98%

: 58-22-0
testosterone

: 381727-32-8
acetyl 4-O-benzoyl-3-O-tert-butyldimethylsilyl-2,6-dideoxy-2-iodo-α-D-manno-hexopyranose

: testosteryl 4-O-benzoyl-3-O-tert-butyldimethylsilyl-2,6-dideoxy-2-iodo-α-D-manno-hexopyranoside

Conditions

Conditions	Yield
With polystyrene-bound silyl triflate In diethyl ether at -50℃; for 3h;	97.1%

: 58-22-0
testosterone

: 77579-59-0
Nα-<1,2-bis(p-methoxyphenyl)butyl>-α-aminoacetohydrazide

: 77579-63-6
[1,2-Bis-(4-methoxy-phenyl)-butylamino]-acetic acid [(8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-(3E)-ylidene]-hydrazide

Conditions

Conditions	Yield
With acetic acid In ethanol Heating;	97%

: 18243-21-5
trimethylsilyl formate

: 58-22-0
testosterone

: 5055-42-5
testosteroxytrimethylsilane

Conditions

Conditions	Yield
With [Ru(κ1-OAc)(κ2-OAc)(κ3-1,1,1-tris(diphenylphosphinomethyl)ethane)] In acetonitrile at 70℃; for 1h; Inert atmosphere; Schlenk technique;	97%
With tris(2-diphenylphosphinoethyl)phosphine; iron(II) acetate In dichloromethane for 2h; Glovebox; Inert atmosphere; Heating;	92%

: 108-30-5
succinic acid anhydride

: 58-22-0
testosterone

: 521-15-3
3-(3-oxo-4-androsten-17β-oxycarbonyl)propionic acid

Conditions

Conditions	Yield
With pyridine at 230℃; for 0.333333h; Sealed tube; Microwave irradiation;	96%
With dmap In tetrahydrofuran for 16h; Heating;	90%
With pyridine at 125℃;

: 75-77-4
chloro-trimethyl-silane

: 58-22-0
testosterone

: 5055-42-5
testosteroxytrimethylsilane

Conditions

Conditions	Yield
With pyridine In benzene 1.) room temperature, 1 h, 2.) 80 deg C, 2 h;	96%
With Aliquat 336; potassium carbonate In Petroleum ether at 60℃; for 4h;	63%

: 112-16-3
n-dodecanoyl chloride

: 58-22-0
testosterone

: 59232-78-9
3-oxoandrost-4-en-17β-yl dodecanoate

Conditions

Conditions	Yield
With immobilized p-toluenesulfonic acid polymer bound macroporous In neat (no solvent) at 100℃; for 0.0416667h; Microwave irradiation; Sealed tube; Green chemistry;	96%
With pyridine Ambient temperature;	94%

: 6089-09-4
4-pentynoic acid

: 58-22-0
testosterone

: 220630-04-6
Pent-4-ynoic acid (8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃;	96%

Testosterone Consensus Reports

IARC Cancer Review: Animal Sufficient Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 6 ,1974,p. 209.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) , IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 21 ,1979,p. 519.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Human Limited Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 21 ,1979,p. 519.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

Testosterone Specification

1. Introduction of Testosterone

The Testosterone is a steroid hormone from the androgen group and is found in mammals, reptiles, birds, and other vertebrates. The IUPAC name of this chemical is (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one. With the CAS registry number 58-22-0, it is also named as 17-Hydroxy-(17-beta)-androst-4-en-3-one. The product's categories are MI; TPI; steroids; intermediates & fine chemicals; pharmaceuticals; intracellular receptor. It is white crystalline odourless solid which is soluble in ethanol (1:5) and chloroform (1:2), dissolved in ether (1:100), and insoluble in water. When heated to decomposition it emits acrid smoke and irritating fumes.

2. Properties of Testosterone

The other characteristics of this product can be summarized as: (1)ACD/LogP: 3.48; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.48; (4)ACD/LogD (pH 7.4): 3.48; (5)ACD/BCF (pH 5.5): 257.74; (6)ACD/BCF (pH 7.4): 257.74; (7)ACD/KOC (pH 5.5): 1851.51; (8)ACD/KOC (pH 7.4): 1851.51; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 1; (12)Index of Refraction: 1.56; (13)Molar Refractivity: 83.11 cm³; (14)Molar Volume: 256.9 cm³; (15)Polarizability: 32.94×10^-24 cm³; (16)Surface Tension: 44.4 dyne/cm; (17)Enthalpy of Vaporization: 79.52 kJ/mol; (18)Vapour Pressure: 2.6E-09 mmHg at 25°C; (19)Tautomer Count: 5; (20)Exact Mass: 288.20893; (21)MonoIsotopic Mass: 288.20893; (22)Topological Polar Surface Area: 37.3; (23)Heavy Atom Count: 21.

3. Structure Descriptors of Testosterone

You could convert the following datas into the molecular structure:
1). SMILES:O=C4\C=C2/[C@]([C@H]1CC[C@@]3([C@@H](O)CC[C@H]3[C@@H]1CC2)C)(C)CC4
2). InChI:InChI=1/C19H28O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h11,14-17,21H,3-10H2,1-2H3/t14-,15-,16-,17-,18-,19-/m0/s1.

4. Toxicity of Testosterone

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mammal (species unspecified)	LD50	oral	> 5gm/kg (5000mg/kg)		Toksikologicheskii Vestnik. Vol. (2), Pg. 6, 1996.
rat	LDLo	intraperitoneal	326mg/kg (326mg/kg)	LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES	Proceedings of the Society for Experimental Biology and Medicine. Vol. 46, Pg. 116, 1941.

5. Safety Information of Testosterone

When you are using this chemical, please be cautious about it as the following:
It is highly flammable and harmful by inhalation. It is also may form explosive peroxides and has limited evidence of a carcinogenic effect. Additionally, Testosterone may impair fertility and cause harm to the unborn child, so people should avoid contact with skin and eyes. If you want to contact this product, you must wear suitable protective clothing and gloves. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) Avoid exposure - obtain special instructions before use.

6. Use and Preparation of Testosterone

Uses of Testosterone: In mammals, it is primarily secreted in the testes of males and the ovaries of females, although small amounts are also secreted by the adrenal glands. It is the principal male sex hormone and an anabolic steroid. Testosterone is used for the treatment of eunuchism, male menopause syndrome, impotence and other diseases.

Preparation of Testosterone: The Androst-4-enedione is restored by lithium aluminum hydride, and oxidated by manganese dioxide. Then we can get the product.

Product Name

Testosterone

Synthetic route

Testosterone Consensus Reports

Testosterone Specification

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