Ethisterone

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Names

[ CAS No. ]:
434-03-7

[ Name ]:
Ethisterone

[Synonym ]:
Progestoral
Produxan
17α-Ethynyl-17β-hydroxyandrost-4-en-3-one
17α-Ethinyltestosterone
Lutidon Oral
Anhydrohydroxyprogesterone
Lucorteum Oral
Lutocylol
17-α-Ethynyltestosterone
17-β-Hydroxy-17-α-ethynyl-4-androsten-3-one
17a-Ethynyl-17b-hydroxy-4-androsten-3-one
Prone
Trosinone
Progestolets
Nugestoral
Lutocyclin
EINECS 207-093-9
17β-Hydroxy-4,17α-pregnen-20-yn-3-one
Prodroxan
Nalutoral
Gestoral
17a-Ethynyl-4-androsten-17b-ol-3-one
Pranone
Ethinyltestosterone
Pregneninolone
4,17α-Pregnen-17β-ol-20-yn-3-one
MFCD00002476
Ethinone
Androst-4-en-3-one, 17α-ethynyl-17-hydroxy-
Primolut C
Prolutol
17α-Pregn-4-en-20-yn-3-one, 17-hydroxy-
Proluton C
Prodoxan
17α-Ethynyltestosterone
Ora-Lutin
17a-Ethynyltestosterone
17-Ethynyl-17β-hydroxyandrost-4-en-3-one
(17α)-17-Hydroxypregn-4-en-20-yn-3-one
17a-Ethinyltestosterone
Aethisteron
Testosterone, 17-ethynyl-
Colutoid
Progestab
Pregn-4-en-20-yn-3-one, 17-hydroxy-, (17α)-
Pregnin
Progestin P
Syngestrotabs
Anhydroxyprogesterone
Ethisterone

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
446.4±45.0 °C at 760 mmHg

[ Melting Point ]:
266-273ºC

[ Molecular Formula ]:
C₂₁H₂₈O₂

[ Molecular Weight ]:
312.446

[ Flash Point ]:
190.2±21.3 °C

[ Exact Mass ]:
312.208923

[ PSA ]:
37.30000

[ LogP ]:
3.86

[ Vapour Pressure ]:
0.0±2.5 mmHg at 25°C

[ Index of Refraction ]:
1.572

[ Storage condition ]:
2~8°C

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: TU5570250

CHEMICAL NAME :: 17-alpha-Pregn-4-en-20-yn-3-one, 17-hydroxy-

CAS REGISTRY NUMBER :: 434-03-7

BEILSTEIN REFERENCE NO. :: 1889895

LAST UPDATED :: 199612

DATA ITEMS CITED :: 17

MOLECULAR FORMULA :: C21-H28-O2

MOLECULAR WEIGHT :: 312.49

WISWESSER LINE NOTATION :: L E5 B666 OV MUTJ A1 E1 FQ F1UU1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 168 mg/kg

SEX/DURATION :: female 3 week(s) pre-mating

TOXIC EFFECTS :: Reproductive - Maternal Effects - menstrual cycle changes or disorders

REFERENCE :: AJOGAH American Journal of Obstetrics and Gynecology. (C.V. Mosby Co., 11830 Westline Industrial Dr., St. Louis, MO 63146) V.1- 1920- Volume(issue)/page/year: 76,626,1958

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 386 mg/kg

SEX/DURATION :: female 6-28 week(s) after conception

TOXIC EFFECTS :: Reproductive - Specific Developmental Abnormalities - urogenital system

REFERENCE :: AJOGAH American Journal of Obstetrics and Gynecology. (C.V. Mosby Co., 11830 Westline Industrial Dr., St. Louis, MO 63146) V.1- 1920- Volume(issue)/page/year: 84,962,1962

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 21 mg/kg

SEX/DURATION :: female 11-15 week(s) after conception

TOXIC EFFECTS :: Reproductive - Specific Developmental Abnormalities - urogenital system

REFERENCE :: JCEMAZ Journal of Clinical Endocrinology and Metabolism. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.12- 1952- Volume(issue)/page/year: 19,1369,1959

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 81900 ug/kg

SEX/DURATION :: female 16-28 week(s) after conception

TOXIC EFFECTS :: Reproductive - Specific Developmental Abnormalities - urogenital system

REFERENCE :: JCEMAZ Journal of Clinical Endocrinology and Metabolism. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.12- 1952- Volume(issue)/page/year: 19,1369,1959

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 79800 ug/kg

SEX/DURATION :: female 8-26 week(s) after conception

TOXIC EFFECTS :: Reproductive - Specific Developmental Abnormalities - urogenital system

REFERENCE :: JCEMAZ Journal of Clinical Endocrinology and Metabolism. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.12- 1952- Volume(issue)/page/year: 18,559,1958

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 56 mg/kg

SEX/DURATION :: female 15-39 week(s) pre-mating

TOXIC EFFECTS :: Reproductive - Specific Developmental Abnormalities - urogenital system

REFERENCE :: JCEMAZ Journal of Clinical Endocrinology and Metabolism. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.12- 1952- Volume(issue)/page/year: 18,559,1958

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Unreported

DOSE :: 56 mg/kg

SEX/DURATION :: female 15-39 week(s) after conception

TOXIC EFFECTS :: Reproductive - Specific Developmental Abnormalities - urogenital system

REFERENCE :: JCEMAZ Journal of Clinical Endocrinology and Metabolism. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.12- 1952- Volume(issue)/page/year: 18,559,1958

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Unreported

DOSE :: 92 mg/kg

SEX/DURATION :: female 7-39 week(s) after conception

TOXIC EFFECTS :: Reproductive - Specific Developmental Abnormalities - urogenital system

REFERENCE :: FESTAS Fertility and Sterility. (American Fertility Soc., 608 13th Ave. S, Birmingham, AL 35282) V.1- 1950- Volume(issue)/page/year: 11,148,1960

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 200 mg/kg

SEX/DURATION :: female 17-20 day(s) after conception

TOXIC EFFECTS :: Reproductive - Specific Developmental Abnormalities - urogenital system

REFERENCE :: ECJPAE Endocrinologia Japonica. (Japan Pub. Trading Co., Ltd., POB 5030, Tokyo International, Tokyo, Japan) V.1- 1954- Volume(issue)/page/year: 24,77,1977

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 10 mg/kg

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

TOXIC EFFECTS :: Reproductive - Fertility - mating performance (e.g. # sperm positive females per # females mated; # copulations per # estrus cycles)

REFERENCE :: FESTAS Fertility and Sterility. (American Fertility Soc., 608 13th Ave. S, Birmingham, AL 35282) V.1- 1950- Volume(issue)/page/year: 5,282,1954

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 288 mg/kg

SEX/DURATION :: male 9 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Paternal Effects - prostate, seminal vesicle, Cowper's gland, accessory glands

REFERENCE :: PSEBAA Proceedings of the Society for Experimental Biology and Medicine. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1903/04- Volume(issue)/page/year: 100,540,1959

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

DOSE :: 10 mg/kg

SEX/DURATION :: male 10 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Paternal Effects - prostate, seminal vesicle, Cowper's gland, accessory glands

REFERENCE :: PSEBAA Proceedings of the Society for Experimental Biology and Medicine. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1903/04- Volume(issue)/page/year: 100,540,1959

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

DOSE :: 280 mg/kg

SEX/DURATION :: female 14 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: 5,57,1972

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

DOSE :: 140 mg/kg

SEX/DURATION :: female 14 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Maternal Effects - ovaries, fallopian tubes

REFERENCE :: CCPTAY Contraception. (Geron-X, Inc., POB 1108, Los Altos, CA 94022) V.1- 1970- Volume(issue)/page/year: 5,57,1972

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

DOSE :: 5 mg/kg

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

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

REFERENCE :: ACEDAB Acta Endocrinologica, Supplementum (Copenhagen). (Periodica, Skolegade 12 E, DK-2500 Valby, Denmark) No.1- 1948- Volume(issue)/page/year: 28,18,1956 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 80411 No. of Facilities: 68 (estimated) No. of Industries: 1 No. of Occupations: 6 No. of Employees: 2770 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - 80411 No. of Facilities: 21 (estimated) No. of Industries: 1 No. of Occupations: 5 No. of Employees: 4354 (estimated) No. of Female Employees: 729 (estimated)

Safety Information

[ Symbol ]:

GHS08

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H360

[ Precautionary Statements ]:
P201-P308 + P313

[ Personal Protective Equipment ]:
Eyeshields;full-face particle respirator type N100 (US);Gloves;respirator cartridge type N100 (US);type P1 (EN143) respirator filter;type P3 (EN 143) respirator cartridges

[ Hazard Codes ]:
Xn:Harmful

[ Risk Phrases ]:
R40;R48

[ Safety Phrases ]:
S22-S24/25

[ RIDADR ]:
UN 2811

[ WGK Germany ]:
3

[ RTECS ]:
TU5570250

[ Hazard Class ]:
6.1

[ HS Code ]:
2942000000

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

21-bromo-17α-hydroxy-4-pregnene-3,20-dione
Androstenedione
Acetylene
Pregn-5-en-20-yne-3,17-diol,(3b,17a)-
3-ethoxy-17α-ethynylandrosta-3,5-dien-17β-ol-3-one

DownStream

18-Norandrosta-4,13-dien-3-one,17,17-dimethyl- (8CI,9CI)
Canrenone
16-Dehydroprogesterone
17alpha-Hydroxyprogesterone
reichstein's substance s 21-acetate
7β-Spironolactone
Pregna-4,20-dien-3-one,17-hydroxy-, (17a)-(9CI)
Spironolactone
17-(2-iodoethynyl)androsta-4,6-dien-17-ol-3-one

Customs

[ HS Code ]: 2942000000

Articles

Evolutionary history and functional characterization of androgen receptor genes in jawed vertebrates.

Endocrinology 150 , 5415-27, (2009)

Vertebrates show diverse sexual characters in sexually attractive and reproductive organs, which are regulated by steroid hormones, particularly androgens. However, the evolutionary history of androge...

An updated steroid benchmark set and its application in the discovery of novel nanomolar ligands of sex hormone-binding globulin.

J. Med. Chem. 51 , 2047-56, (2008)

A benchmark data set of steroids with known affinity for sex hormone-binding globulin (SHBG) has been widely used to validate popular molecular field-based QSAR techniques. We have expanded the data s...

Extended use of transdermal norelgestromin/ethinyl estradiol: a randomized trial.

Obstet. Gynecol. 105(6) , 1389-96, (2005)

To compare bleeding profiles and satisfaction among women using a norelgestromin/ethinyl estradiol (E2) transdermal contraceptive patch in an extended regimen to those among women using a traditional ...

2-(hydroxymethyl)ethisterone
2-Hydroxymethylene Ethisterone
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Methyl octahydrocyclopenta[b]pyrrole-3a-carboxylate
3-Bromo-1-(methylsulfonyl)piperidin-4-one
octahydro-1H-indole-3a-carboxylic acid
Methyl octahydro-1H-indole-3a-carboxylate
(Octahydro-1H-indol-3a-yl)methanol
methyl 4H,5H,6H,7H-[1,2]oxazolo[4,3-c]pyridine-3-carboxylate
Methyl 4,5,6,7-tetrahydroisoxazolo[4,5-c]pyridine-3-carboxylate
tert-Butyl 7-hydroxyhexahydro-1H-pyrido[1,2-a]pyrazine-2(6H)-carboxylate
1-[2-(Methoxymethyl)pyridin-4-yl]piperazine

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