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Merck
CN

SML0359

Norgestimate

≥97% (HPLC)

Synonym(s):

(17α)-17-(Acetyloxy)-13-ethyl-18,19-dinorpregn-4-en-20-yn-3-one 3-oxime, Dexnorgestrel acetime

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About This Item

Empirical Formula (Hill Notation):
C23H31NO3
CAS Number:
35189-28-7
Molecular Weight:
369.50
NACRES:
NA.77
PubChem Substance ID:
329825361
UNSPSC Code:
51111800
MDL number:
MFCD00867874
Assay:
≥97% (HPLC)
Form:
powder

Key Documents

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InChI

1S/C23H31NO3/c1-4-22-12-10-19-18-9-7-17(24-26)14-16(18)6-8-20(19)21(22)11-13-23(22,5-2)27-15(3)25/h2,14,18-21,26H,4,6-13H2,1,3H3/b24-17+/t18-,19+,20+,21-,22-,23-/m0/s1

SMILES string

CC[C@]12CC[C@H]3[C@@H](CCC4=C\C(CC[C@H]34)=N\O)[C@@H]1CC[C@@]2(OC(C)=O)C#C

InChI key

KIQQMECNKUGGKA-NMYWJIRASA-N

assay

≥97% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 5 mg/mL (clear solution)

storage temp.

−20°C

Gene Information

human ... PGR(5241)

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Biochem/physiol Actions

Norgestimate is a synthetic progestin used in combination with estrogens as a contraceptive.
Norgestimate is a synthetic progestin.

Features and Benefits

This compound is featured on the Nuclear Receptors (Steroids) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
062M4745V

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J Alexander Cole et al.
Obstetrics and gynecology, 109(2 Pt 1), 339-346 (2007-02-03)
To estimate the incidence of venous thromboembolism, acute myocardial infarction, and ischemic stroke among transdermal contraceptive system users compared with users of norgestimate-containing oral contraceptives with 35 mcg ethinyl estradiol. We began with insurance claims data from UnitedHealthcare. We identified
Heather Sevinsky et al.
Antiviral therapy, 16(2), 149-156 (2011-03-31)
Women of childbearing age represent a growing proportion of people living with HIV. Preventing pregnancy is important in HIV-infected women receiving efavirenz as part of their antiretroviral therapy. The effects of coadministration of efavirenz (600 mg once daily) on the
Jenny Zhang et al.
Antiviral therapy, 16(2), 157-164 (2011-03-31)
Coadministration of oral contraceptives with protease inhibitors is complicated by drug interactions. An open-label three-period single-sequence study assessed the effect of coadministration of atazanavir (ATV)/ritonavir (RTV) with Ortho Tri-Cyclen(®) and with Ortho Tri-Cyclen(®) LO (Ortho-McNeil-Janssen Pharmaceuticals, Inc., Raritan, NJ, USA)
Susan Jick et al.
Contraception, 76(1), 4-7 (2007-06-26)
In 2006, we published a study that indicated that the new transdermal contraceptive patch containing ethinyl estradiol (EE) and the progestin norelgestromin did not increase the risk for venous thromboembolism (VTE) compared to oral contraceptive containing norgestimate and 35 microg
Jason D Vescovi et al.
Contraception, 77(2), 97-104 (2008-01-30)
We examined the response of bone turnover markers and indices of energy status after 2 weeks of oral contraceptive (OC) therapy in premenopausal women with exercise-associated menstrual disturbances (EAMD). Six women with EAMD received one 28-day cycle of a triphasic
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