Product Name

  • Name

    Methylene boldenone

  • EINECS
  • CAS No. 122370-91-6
  • Article Data5
  • CAS DataBase
  • Density 1.14g/cm3
  • Solubility
  • Melting Point 134-136℃
  • Formula C20H26O2
  • Boiling Point 454.94 °C at 760 mmHg
  • Molecular Weight 298.425
  • Flash Point 193.73 °C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 122370-91-6 (Methylene boldenone)
  • Hazard Symbols
  • Synonyms 17-Hydroexemestane;Hydroexemestane;
  • PSA 37.30000
  • LogP 3.82130

Synthetic route

6-methyleneandrosta-1,4-dien-3-one 17β-acetate
1160599-91-6

6-methyleneandrosta-1,4-dien-3-one 17β-acetate

17β-hydroxy-6-methylen- androsta-1,4-dien-3-one
122370-91-6

17β-hydroxy-6-methylen- androsta-1,4-dien-3-one

Conditions
ConditionsYield
With sodium hydroxide In methanol at 20℃; Inert atmosphere;95%
With methanol; sodium hydroxide for 2h; Product distribution / selectivity;
17β-hydroxy-6-methyleneandrosta-4-ene-3-one
3347-73-7

17β-hydroxy-6-methyleneandrosta-4-ene-3-one

17β-hydroxy-6-methylen- androsta-1,4-dien-3-one
122370-91-6

17β-hydroxy-6-methylen- androsta-1,4-dien-3-one

Conditions
ConditionsYield
With N,O-Bis(trimethylsilyl)trifluoroacetamide; chloranil; trifluorormethanesulfonic acid In toluene at 108 - 110℃; for 4h; Product distribution / selectivity; Heating / reflux;68.4%
With trifluorormethanesulfonic acid; N,O-Bis(trimethylsilyl)trifluoroacetamide; chloranil In toluene Inert atmosphere; Reflux;68%
With 2,3-dicyano-5,6-dichloro-p-benzoquinone; benzoic acid In benzene at 80 - 82℃; for 5h; Product distribution / selectivity; Heating / reflux;14%
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In 1,4-dioxane; ethyl acetate
exemestane
107868-30-4

exemestane

A

6-methylandrosta-1,4,6-trien-17β-ol

6-methylandrosta-1,4,6-trien-17β-ol

B

17β-hydroxy-6-methylen- androsta-1,4-dien-3-one
122370-91-6

17β-hydroxy-6-methylen- androsta-1,4-dien-3-one

Conditions
ConditionsYield
With sodium tetrahydroborate; acetic acid; trifluoroacetic acid In dichloromethane; acetonitrile at 20℃; for 11h; Inert atmosphere;A 11.3 mg
B 39%
formaldehyd
50-00-0

formaldehyd

1-dehydrotestosterone
846-48-0

1-dehydrotestosterone

17β-hydroxy-6-methylen- androsta-1,4-dien-3-one
122370-91-6

17β-hydroxy-6-methylen- androsta-1,4-dien-3-one

Conditions
ConditionsYield
With N,N-dimethylammonium chloride 1.) isoamyl alcohol, reflux, 2 h, 2.) isoamyl alcohol, reflux, 15 h; Multistep reaction;
17β-hydroxy-6-methylen- androsta-1,4-dien-3-one
122370-91-6

17β-hydroxy-6-methylen- androsta-1,4-dien-3-one

exemestane
107868-30-4

exemestane

Conditions
ConditionsYield
With Jones reagent In acetone at -20℃; Jones oxidation; Inert atmosphere;100%
With jones reagent In acetone at -20℃; for 0.25h;85%
With Jones reagent In acetone at 0℃; Product distribution / selectivity;
L-Cysteine
52-90-4

L-Cysteine

17β-hydroxy-6-methylen- androsta-1,4-dien-3-one
122370-91-6

17β-hydroxy-6-methylen- androsta-1,4-dien-3-one

6-methylcysteinylandrosta-1,4-diene-17β-hydroxy-3-one

6-methylcysteinylandrosta-1,4-diene-17β-hydroxy-3-one

Conditions
ConditionsYield
With potassium hydroxide In methanol at 20℃; for 24h; Inert atmosphere;13%
17β-hydroxy-6-methylen- androsta-1,4-dien-3-one
122370-91-6

17β-hydroxy-6-methylen- androsta-1,4-dien-3-one

17β-hydroxy-6α/β-spirooxiranandrosta-1,4-dien-3-one

17β-hydroxy-6α/β-spirooxiranandrosta-1,4-dien-3-one

Conditions
ConditionsYield
With 3-chloro-benzenecarboperoxoic acid In dichloromethane for 48h; Ambient temperature; Yield given;
17β-hydroxy-6-methylen- androsta-1,4-dien-3-one
122370-91-6

17β-hydroxy-6-methylen- androsta-1,4-dien-3-one

17β-hydroxy-6-hydroxymethylandrosta-1,4,6-triene-3-one

17β-hydroxy-6-hydroxymethylandrosta-1,4,6-triene-3-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 50percent m-chloroperbenzoic acid / CH2Cl2 / 48 h / Ambient temperature
2: 35 percent / 20percent aq. HClO4 / tetrahydrofuran / 3 h / Ambient temperature
View Scheme
17β-hydroxy-6-methylen- androsta-1,4-dien-3-one
122370-91-6

17β-hydroxy-6-methylen- androsta-1,4-dien-3-one

6-Hydroxymethylexemestane

6-Hydroxymethylexemestane

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 85 percent / Jones reagent / acetone / 0.25 h / -20 °C
2: 80 percent / 50percent m-chloroperbenzoic acid / CH2Cl2 / 48 h / Ambient temperature
3: 38 percent / 20percent aq. HClO4 / tetrahydrofuran / 3 h / Ambient temperature
View Scheme
17β-hydroxy-6-methylen- androsta-1,4-dien-3-one
122370-91-6

17β-hydroxy-6-methylen- androsta-1,4-dien-3-one

6α/β,17β-dihydroxy-6α/β-hydroxymethylandrosta-1,4-diene-3-one

6α/β,17β-dihydroxy-6α/β-hydroxymethylandrosta-1,4-diene-3-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 50percent m-chloroperbenzoic acid / CH2Cl2 / 48 h / Ambient temperature
2: 45 percent / 20percent aq. HClO4 / tetrahydrofuran / 3 h / Ambient temperature
View Scheme
17β-hydroxy-6-methylen- androsta-1,4-dien-3-one
122370-91-6

17β-hydroxy-6-methylen- androsta-1,4-dien-3-one

FCE27353
184972-12-1

FCE27353

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 85 percent / Jones reagent / acetone / 0.25 h / -20 °C
2: 80 percent / 50percent m-chloroperbenzoic acid / CH2Cl2 / 48 h / Ambient temperature
View Scheme
17β-hydroxy-6-methylen- androsta-1,4-dien-3-one
122370-91-6

17β-hydroxy-6-methylen- androsta-1,4-dien-3-one

6α/β-hydroxy-6α/β-hydroxymethylandrosta-1,4-diene-3,17-dione

6α/β-hydroxy-6α/β-hydroxymethylandrosta-1,4-diene-3,17-dione

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 85 percent / Jones reagent / acetone / 0.25 h / -20 °C
2: 80 percent / 50percent m-chloroperbenzoic acid / CH2Cl2 / 48 h / Ambient temperature
3: 42 percent / 20percent aq. HClO4 / tetrahydrofuran / 3 h / Ambient temperature
View Scheme
propionyl chloride
79-03-8

propionyl chloride

17β-hydroxy-6-methylen- androsta-1,4-dien-3-one
122370-91-6

17β-hydroxy-6-methylen- androsta-1,4-dien-3-one

6-methylenandrosta-1,4-diene-17β-ol-3-one-17-propionate
122396-87-6

6-methylenandrosta-1,4-diene-17β-ol-3-one-17-propionate

Conditions
ConditionsYield
In pyridine
17β-hydroxy-6-methylen- androsta-1,4-dien-3-one
122370-91-6

17β-hydroxy-6-methylen- androsta-1,4-dien-3-one

6-methylenandrosta-1,4-diene-17β-ol-3-one-17-sulphate
122396-90-1

6-methylenandrosta-1,4-diene-17β-ol-3-one-17-sulphate

Conditions
ConditionsYield
With chlorosulfonic acid; dmap In pyridine
GLUTATHIONE
70-18-8

GLUTATHIONE

17β-hydroxy-6-methylen- androsta-1,4-dien-3-one
122370-91-6

17β-hydroxy-6-methylen- androsta-1,4-dien-3-one

C30H43N3O8S

C30H43N3O8S

Conditions
ConditionsYield
Stage #1: 17β-hydroxy-6-methylen- androsta-1,4-dien-3-one With human liver cytosol; potassium phosphate at 37℃; for 0.05h; pH=7.4; Enzymatic reaction;
Stage #2: GLUTATHIONE at 37℃; for 2h;
17β-hydroxy-6-methylen- androsta-1,4-dien-3-one
122370-91-6

17β-hydroxy-6-methylen- androsta-1,4-dien-3-one

C25H36N2O5S

C25H36N2O5S

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: potassium phosphate; human liver cytosol / 0.05 h / 37 °C / pH 7.4 / Enzymatic reaction
1.2: 2 h / 37 °C
2.1: potassium phosphate; D,L-dithiothreitol; glutamyl transpeptidase; glycylglycine / 37 °C / pH 7.4 / Enzymatic reaction
View Scheme
17β-hydroxy-6-methylen- androsta-1,4-dien-3-one
122370-91-6

17β-hydroxy-6-methylen- androsta-1,4-dien-3-one

6-methylcysteinylandrosta-1,4-diene-17β-hydroxy-3-one

6-methylcysteinylandrosta-1,4-diene-17β-hydroxy-3-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: potassium phosphate; human liver cytosol / 0.05 h / 37 °C / pH 7.4 / Enzymatic reaction
1.2: 2 h / 37 °C
2.1: potassium phosphate; D,L-dithiothreitol; glutamyl transpeptidase; glycylglycine / 37 °C / pH 7.4 / Enzymatic reaction
3.1: potassium phosphate; manganese(ll) chloride; D,L-dithiothreitol; human liver cytosol / 37 °C / pH 7.4 / Enzymatic reaction
View Scheme

Methylene boldenone Specification

The Methylene boldenone, with CAS registry number 122370-91-6, belongs to the following product categories: (1)Intermediates & Fine Chemicals; (2)Metabolites & Impurities; (3)Pharmaceuticals; (4)Steroids. It has the systematic name of (8R,10R,13S,17S)-17-hydroxy-10,13-dimethyl-6-methylene-8,9,11,12,14,15,16,17-octahydro-7H-cyclopenta[a]phenanthren-3-one. And this chemical is a kind of off-white solid.

Physical properties of Methylene boldenone: (1)ACD/LogP: 3.08; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.075; (4)ACD/LogD (pH 7.4): 3.075; (5)ACD/BCF (pH 5.5): 127.923; (6)ACD/BCF (pH 7.4): 127.923; (7)ACD/KOC (pH 5.5): 1121.406; (8)ACD/KOC (pH 7.4): 1121.406; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 37.3 Å2; (13)Index of Refraction: 1.581; (14)Molar Refractivity: 87.194 cm3; (15)Molar Volume: 261.655 cm3; (16)Polarizability: 34.566×10-24cm3; (17)Surface Tension: 44.744 dyne/cm; (18)Enthalpy of Vaporization: 82.435 kJ/mol; (19)Vapour Pressure: 0 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: C[C@]12CCC3[C@H](C1CC[C@@H]2O)CC(=C)C4=CC(=O)C=C[C@]34C
(2)InChI: InChI=1/C20H26O2/c1-12-10-14-15-4-5-18(22)20(15,3)9-7-16(14)19(2)8-6-13(21)11-17(12)19/h6,8,11,14-16,18,22H,1,4-5,7,9-10H2,2-3H3/t14-,15?,16?,18-,19+,20-/m0/s1
(3)InChIKey: NFDPYPMRHKQTDM-UDPADUBZBM
(4)Std. InChI: InChI=1S/C20H26O2/c1-12-10-14-15-4-5-18(22)20(15,3)9-7-16(14)19(2)8-6-13(21)11-17(12)19/h6,8,11,14-16,18,22H,1,4-5,7,9-10H2,2-3H3/t14-,15?,16?,18-,19+,20-/m0/s1
(5)Std. InChIKey: NFDPYPMRHKQTDM-UDPADUBZSA-N

Related Products

Hot Products

Post buying leads

About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia

Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog

©2008 LookChem.com,License: ICP

NO.:Zhejiang16009103

complaints:service@lookchem.com Desktop View