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Substance Name: Norethindrone [USP]
RN: 68-22-4
UNII: T18F433X4S
InChIKey: VIKNJXKGJWUCNN-XGXHKTLJSA-N
Note
- A synthetic progestational hormone with actions similar to those of PROGESTERONE but functioning as a more potent inhibitor of ovulation. It has weak estrogenic and androgenic properties. The hormone has been used in treating amenorrhea, functional uterine bleeding, endometriosis, and for contraception.
Molecular Formula
- C20-H26-O2
Molecular Weight
- 298.4234
- All
- Classifications
- Links to Resources
- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
Classification Codes
- Contraceptive Agents
- Contraceptive Agents, Female
- Contraceptive Agents, Hormonal
- Contraceptives, Oral
- Contraceptives, Oral, Hormonal
- Contraceptives, Oral, Synthetic
- Drug / Therapeutic Agent
- Hormone
- Human Data
- Mutation Data
- Progestin
- Reproductive Control Agents
- Reproductive Effect
- Tumor Data
Superlist Classification Code
- Reasonably Anticipated to be a Carcinogen
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Links to Resources
NLM Resources (File Locators)
Regulatory Agencies (Superlist Locators)
Other Resources (Internet Locators)
Search for this InChIKey on the Web
Names and Synonyms
Name of Substance
- Norethindrone [USP]
- Norethisterone [INN]
MeSH Heading
- Norethindrone
Synonyms
- (17-alpha)-17-Hydroxy-19-norpregn-4-en-20-yn-3-one
- 17-alpha-19-Norpregn-4-en-20-yn-3-one, 17-hydroxy-
- 17-alpha-Ethinyl-17-beta-hydroxy-delta(sup:4)-estren-3-one
- 17-alpha-Ethinylestra-4-en-17-beta-ol-3-one
- 17-alpha-Ethynyl-17-beta-hydroxy-19-norandrost-4-en-3-one
- 17-alpha-Ethynyl-17-hydroxy-4-estren-3-one
- 17-alpha-Ethynyl-19-norandrost-4-en-17-beta-ol-3-one
- 17-alpha-Ethynyl-19-nortestosterone
- 17-alpha-Ethynyl-4-estren-17-ol-3-one
- 17-beta-Hydroxy-19-norpregn-4-en-20-yn-3-one
- 17-Ethinyl-19-nortestosterone
- 17-Hydroxy-19-nor-17-alpha-pregn-4-en-20-yn-3-one
- 17-Hydroxy-19-nor-17alpha-pregn-4-en-20-yn-3-one
- 17alpha-Ethinyl-17beta-hydroxy-delta(sup:4)-estren-3-one
- 17alpha-Ethinyl-19-nortestosterone
- 17alpha-Ethinylestra-4-en-17beta-ol-3-one
- 17alpha-Ethynyl-17-hydroxy-4-estren-3-one
- 17alpha-Ethynyl-17beta-hydroxy-19-norandrost-4-en-3-one
- 17alpha-Ethynyl-19-norandrost-4-en-17beta-ol-3-one
- 17alpha-Ethynyl-19-nortestosterone
- 17alpha-Ethynyl-4-estren-17-ol-3-one
- 17beta-Hydroxy-19-norpregn-4-en-20-yn-3-one
- 19-Nor-17-alpha-ethynyl-17-beta-hydroxy-4-androsten-3-one
- 19-Nor-17-alpha-ethynylandrosten-17-beta-ol-3-one
- 19-Nor-17-alpha-ethynyltestosterone
- 19-Nor-17-ethinyl testosterone
- 19-Nor-17-ethinyltestosterone
- 19-Nor-17alpa-ethynyltestosterone
- 19-nor-17alpha-Ethynyl-17beta-hydroxy-4-androsten-3-one
- 19-nor-17alpha-Ethynylandrosten-17beta-ol-3-one
- 19-nor-17alpha-Ethynyltestosterone
- 19-Nor-17alpha-pregn-4-en-20-yn-3-one, 17-hydroxy-
- 19-Nor-ethindrone
- 19-Nor-ethinyl--4,5-testosterone
- 19-Norethinyltestosterone
- 19-Norethisterone
- 19-Norpregn-4-en-20-yn-3-one, 17-hydroxy-, (17alpha)-
- 19-Nortestosterone, 17-ethynyl-
- 4-08-00-01221 (Beilstein Handbook Reference)
- AI3-26422
- Anhydrohydroxynorprogesterone
- Anovulatorio
- Anovule
- Brevinor 21
- Brevinor 28
- Brevinor-1 21
- Brevinor-1 28
- BRN 1915671
- Camila
- CCRIS 484
- Ciclovulan
- Conludaf
- Conludag
- EC 200-681-6
- EINECS 200-681-6
- Errin
- Estr-4-en-3-one, 17alpha-ethynyl-17-hydroxy-
- Estrinor
- Ethinyl-19-nortestosterone
- Ethinylnortestosterone
- Ethynylmortestosterone
- Ethynylnortestosterone
- Gencept
- Genora
- Gestest
- HSDB 3370
- Jenest-28
- Microneth
- Micronett
- Micronor
- Micronovum
- Milli
- Mini-pe
- Mini-pill
- Minovlar
- N.E.E.
- Nelova
- Nodiol
- Nor-Q.D.
- Nor-qd
- Noraethisteronum
- Noralutin
- Norcept-E
- Norcolut
- Noresthisterone
- Norethadrone
- Norethin
- Norethindrone
- Norethisteron
- Norethisterone
- Norethisteronum
- Norethisteronum [INN-Latin]
- Norethyndron
- Norethynodron
- Norethynodrone
- Noretisterona
- Noretisterona [INN-Spanish]
- Noretisterone
- Noretisterone [DCIT]
- Norfor
- Norgestin
- Noriday
- Noriday 28
- Norluten
- Norlutin
- Norluton
- Norpregneninlone
- Norpregneninotone
- NSC-9564
- Orlest
- Ortho 1 35
- Ortho 7 7 7
- Ortho-Novum 1 35
- Ortho-Novum 1 50
- Ortho-Novum 7 7 7
- Ovysmen 0.5 35
- Ovysmen 1 35
- Primolut-N
- Proluteasi
- SC 4640
- Synphase
- Synphasic 28
- Triella
- Trinovum 21
- UNII-T18F433X4S
- Utovlan
- Utovlar
Systematic Names
- 19-Nor-17-alpha-pregn-4-en-20-yn-3-one, 17-hydroxy-
- 19-Nor-17alpha-pregn-4-en-20-yn-3-one, 17-hydroxy- (8CI)
- 19-Norpregn-4-en-20-yn-3-one, 17-hydroxy-, (17alpha)-
- Norethisterone
Superlist Names
- 19-Norpregn-4-en-20-yn-3-one, 17-hydroxy-, (17alpha)-
- Norethindrone
- Norethisterone
- Norethisterone [Progestins]
Mixture Names
- Brevicon
- Modicon
- Nora-BE
- Norethin 1/35 E
- Norethin 1/50 M
- Noriday
- Norinyl
- Ortho-Novum
- Ovcon
- Tri-Norinyl
Registry Numbers
CAS Registry Number
- 68-22-4
FDA UNII
- T18F433X4S
System Generated Number
- 0000068224
Structure Descriptors
InChI
InChI=1S/C20H26O2/c1-3-20(22)11-9-18-17-6-4-13-12-14(21)5-7-15(13)16(17)8-10-19(18,20)2/h1,12,15-18,22H,4-11H2,2H3/t15-,16+,17+,18-,19-,20-/m0/s1InChIKey
VIKNJXKGJWUCNN-XGXHKTLJSA-NSmiles
C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | oral | 6gm/kg (6000mg/kg) | Drugs in Japan Vol. -, Pg. 809, 1990. | |
women | TDLo | oral | 42mg/kg (42mg/kg) | ENDOCRINE: ANDROGENIC SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" | American Journal of Obstetrics and Gynecology. Vol. 84, Pg. 962, 1962. |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
Melting Point | 203.5 | deg C | EXP | |
log P (octanol-water) | 2.97 | (none) | EXP | |
Water Solubility | 7.04 | mg/L | 25 | EXP |
Vapor Pressure | 7.31E-09 | mm Hg | 25 | EST |
Henry's Law Constant | 5.80E-10 | atm-m3/mole | 25 | EST |
Atmospheric OH Rate Constant | 1.12E-10 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.