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Basic Information

Molecular Structure:
CAS No.:	850-52-2
Name:	Altrenogest
Article Data:	8

Formula:	C₂₁H₂₆O₂
Molecular Weight:	310.436
Synonyms:	Estra-4,9,11-trien-3-one,17-hydroxy-17-(2-propenyl)-, (17b)- (9CI);Estra-4,9,11-trien-3-one, 17a-allyl-17-hydroxy- (7CI,8CI);A 35957;Allyltrenbolone;Regumate;
EINECS:	212-703-1
Density:	1.15 g/cm³
Melting Point:	120oC
Boiling Point:	495.6 °C at 760 mmHg
Flash Point:	210.1 °C
Appearance:	Slightly yellow powder
PSA:	37.30000
LogP:	4.27560

Synthetic route

: C24H36O2Si

: 850-52-2
Altrenogest

Conditions

Conditions	Yield
With chloranil In dichloromethane at 20℃; for 1h; Time;	77.3%

: 23760-34-1
17β-hydroxy-17α-propenylestrone-3-one-5,10-diene

: 850-52-2
Altrenogest

Conditions

Conditions	Yield
With chloranil; 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane at 0℃; Reagent/catalyst; Temperature;	75.8%
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane at 0 - 5℃; for 0.5h;

: 4642-95-9
Trendione

: 1730-25-2
allylmagnesium bromide

: 850-52-2
Altrenogest

Conditions

Conditions	Yield
Stage #1: Trendione With hydrogenchloride In ethylene glycol at 10 - 60℃; for 10h; Autoclave; Stage #2: allylmagnesium bromide In tetrahydrofuran; diethyl ether at 0℃; for 6h; Temperature; Solvent; Autoclave;	65%

: 2622-05-1
allylmagnesium bromide

: 4642-95-9
Trendione

: 850-52-2
Altrenogest

Conditions

Conditions	Yield
Stage #1: Trendione With hydrogenchloride In ethylene glycol at 25 - 60℃; for 10h; Autoclave; Stage #2: allylmagnesium bromide In tetrahydrofuran; diethyl ether at 0℃; for 5h; Autoclave;	60%

: 5571-36-8
ethylene deltenone

: 850-52-2
Altrenogest

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 2-methyltetrahydrofuran / 0.5 h / -5 - 0 °C / Inert atmosphere; Large scale 2: dichloro-acetic acid / water / -13 - -7 °C 3: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 0.5 h / 0 - 5 °C View Scheme

: 5173-46-6
4,9-Androstadiene-3,17-dione

: 850-52-2
Altrenogest

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: hydrogenchloride / water / 1 h / Reflux; Green chemistry 2: tetrahydrofuran / 2 h / -5 - 20 °C / Green chemistry 3: oxalic acid / acetone; methanol / 1 h / 15 - 20 °C / Inert atmosphere; Green chemistry 4: 2,3-dicyano-5,6-dichloro-p-benzoquinone / chloroform / 2 h / 30 °C / Green chemistry View Scheme
Multi-step reaction with 3 steps 1: lithium diisopropyl amide / tetrahydrofuran / 0.67 h / -40 - 20 °C / Industrial scale 2: tetrahydrofuran / 1 h / -15 - 20 °C / Industrial scale 3: chloranil / dichloromethane / 1 h / 20 °C View Scheme

: 17α-allyl-17β-hydroxyestra-4,9-dien-3-one

: 850-52-2
Altrenogest

Conditions

Conditions	Yield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In chloroform at 30℃; for 2h; Green chemistry;	60 g

: C20H28O3

: 850-52-2
Altrenogest

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: tetrahydrofuran / 2 h / -5 - 20 °C / Green chemistry 2: oxalic acid / acetone; methanol / 1 h / 15 - 20 °C / Inert atmosphere; Green chemistry 3: 2,3-dicyano-5,6-dichloro-p-benzoquinone / chloroform / 2 h / 30 °C / Green chemistry View Scheme

: C23H34O3

: 850-52-2
Altrenogest

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: oxalic acid / acetone; methanol / 1 h / 15 - 20 °C / Inert atmosphere; Green chemistry 2: 2,3-dicyano-5,6-dichloro-p-benzoquinone / chloroform / 2 h / 30 °C / Green chemistry View Scheme

: 10109-76-9
3,3-dimethoxy-estra-5(10),9(11)-diene-17-one

: 850-52-2
Altrenogest

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: diethyl ether / 20 °C / Inert atmosphere 2: sulfuric acid / acetone; water / 15 °C 3: chloranil; 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 0 °C View Scheme

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Chemistry

Product Name: Altrenogest (CAS NO.850-52-2)

Molecular Formula: C₂₁H₂₆O₂
Molecular Weight: 310.43g/mol
Mol File: 850-52-2.mol
Einecs: 212-703-1
Boiling point: 495.6 °C at 760 mmHg
Storage Temperature: 0-6°C
Flash Point: 210.1 °C
Density: 1.15 g/cm³
Surface Tension: 46.5 dyne/cm
Enthalpy of Vaporization: 87.9 kJ/mol
Vapour Pressure: 6.71E-12 mmHg at 25°C
XLogP3-AA: 2.8
H-Bond Donor: 1
H-Bond Acceptor: 2
Structure Descriptors of Altrenogest (CAS NO.850-52-2):
IUPAC Name: (8S,13S,14S,17R)-17-hydroxy-13-methyl-17-prop-2-enyl-1,2,6,7,8,14,15,16-octahydrocyclopenta[a]phenanthren-3-one
Canonical SMILES: CC12C=CC3=C4CCC(=O)C=C4CCC3C1CCC2(CC=C)O
Isomeric SMILES: C[C@]12C=CC3=C4CCC(=O)C=C4CC[C@H]3[C@@H]1CC[C@]2(CC=C)O
InChI: InChI=1S/C21H26O2/c1-3-10-21(23)12-9-19-18-6-4-14-13-15(22)5-7-16(14)17(18)8-11-20(19,21)2/h3,8,11,13,18-19,23H,1,4-7,9-10,12H2,2H3/t18-,19+,20+,21+/m1/s1
InChIKey: VWAUPFMBXBWEQY-ANULTFPQSA-N
Product Categories: Hormone

Specification

Altrenogest ,its CAS NO. is 850-52-2,the synonyms is 17-alpha-Allyl-estratriene-4,9,11,17-beta-ol-3-one ; 17alpha-Allyl-17-hydroxyestra-4,9,11-trien-3-one ; A 35957 ; Allyl trenbolone ; Altrenogestum ; DRC 6246 ; EINECS 212-703-1 ; Estra-4,9,11-trien-3-one, 17-hydroxy-17-(2-propen-1-yl)-, (17beta)- ; Estra-4,9,11-trien-3-one, 17beta-hydroxy-17-(2-propenyl)- ; R 2267 ; REGU-MATE ; RU 2267 ; UNII-2U0X0JA2NB ; (17beta)-17-Hydroxy-17-(2-propenyl)estra-4,9,11-trien-3-one ; Altrenogest ; Estra-4,9,11-trien-3-one, 17-alpha-allyl-17-hydroxy- ; Estra-4,9,11-trien-3-one, 17-hydroxy-17-(2-propenyl)-, (17-beta)- (9CI) ; Estra-4,9,11-trien-3-one, 17beta-hydroxy-17-(2-propenyl)- .

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