Etonogestrel

Names

[ Name ]:
Etonogestrel

[Synonym ]:
EINECS 258-936-2
3-Ketodesogestrel,3-Oxodesogestrel,Org-3236,Implanon
Etonoestrel
3-Keto-desogestrel 3-Oxo-desogestrel
(17a)-13-Ethyl-17-hydroxy-11-methylene-18,19-dinorpregn-4-en-20-yn-3-one
3-Oxodesogestrel
3-Keto-Org 2969
18,19-Dinor-17α-pregn-4-en-20-yn-3-one, 13-ethyl-17-hydroxy-11-methylene-
3-keto-desogestrel
(8S,9S,10R,13S,14S,17R)-13-ethyl-17-ethynyl-17-hydroxy-11-methylidene-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3H-cyclopenta[a]phenanthren-3-one
13-Ethyl-17-hydroxy-11-methylene-18,19-dinor-17α-pregn-4-en-20-yn-3-one
3-Ketodesogestrel
Etonogestrel
Nexplanon
Desogestrel Related Compound C (25 mg) (3-Keto-desogestrel)
(8S,9S,10R,13S,14S,17R)-17-Ethinyl-13-ethyl-17-hydroxy-11-methyliden-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3H-cyclopenta[a]phenanthren-3-on
UNII-304GTH6RNH
MFCD00867863
Implanon
[3H]-3-keto-Desogestrel
org3236
(8S,9S,10R,13S,14S,17R)-13-ethyl-17-ethynyl-17-hydroxy-11-methylidene-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3H-cyclopenta[a]phenanthren-3-one (non-preferred name)
17-Ethinyl-17b-hydroxy-18-methyl-11-methylene-4-estren-3-one
(8S,9S,10R,13S,14S,17R)-13-Ethyl-17-ethynyl-17-hydroxy-11-methylene-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3H-cyclopenta[a]phenanthren-3-one

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
473.1±45.0 °C at 760 mmHg

[ Melting Point ]:
182-184ºC

[ Molecular Formula ]:
C₂₂H₂₈O₂

[ Molecular Weight ]:
324.457

[ Flash Point ]:
201.1±21.3 °C

[ Exact Mass ]:
324.208923

[ PSA ]:
37.30000

[ LogP ]:
4.22

[ Vapour Pressure ]:
0.0±2.7 mmHg at 25°C

[ Index of Refraction ]:
1.575

[ Storage condition ]:
-20°C

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: JF8290000

CHEMICAL NAME :: 18,19-Dinorpregn-4-en-20-yn-3-one, 13-ethyl-17-hydroxy-11-methylene-, (17-alpha)-

CAS REGISTRY NUMBER :: 54048-10-1

LAST UPDATED :: 198910

DATA ITEMS CITED :: 2

MOLECULAR FORMULA :: C22-H28-O2

MOLECULAR WEIGHT :: 324.50

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 10500 ng/kg

SEX/DURATION :: female 21 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Fertility - other measures of fertility

REFERENCE :: CCPTAY Contraception. (Geron-X, Inc., POB 1108, Los Altos, CA 94022) V.1- 1970- Volume(issue)/page/year: 17,19,1978

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

DOSE :: 50 ug/kg

SEX/DURATION :: female 1 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Fertility - other measures of fertility

REFERENCE :: ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 35,459,1985

Safety Information

[ Symbol ]:

GHS08

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H351-H360

[ Precautionary Statements ]:
P201-P280-P308 + P313

[ Hazard Codes ]:
Xn

[ Risk Phrases ]:
60-40

[ RIDADR ]:
NONH for all modes of transport

[ RTECS ]:
JF8290000

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

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BMJ 346 , f341, (2013)

The combined etonogestrel/ethinyl estradiol contraceptive vaginal ring.

Expert Opin. Pharmacother. 8(11) , 1769-77, (2007)

Many factors influence the effectiveness of contraceptive methods. Oral contraceptives are the second most popular contraceptive method after female sterilization in the US. A total of 25% of women do...