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SML1468

Dienogest

≥98% (HPLC)

Synonym(s):

(17a)-17-Hydroxy-3-oxo-19-norpregna-4,9-diene-21-nitrile, 17-Hydroxy-3-oxo-19-norpregna-4,9-diene-21-nitrile, 17-cyanomethyl-17-hydroxy-estra-4,9-dien-3-one

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About This Item

Empirical Formula (Hill Notation):
C20H25NO2
CAS Number:
65928-58-7
Molecular Weight:
311.42
NACRES:
NA.77
PubChem Substance ID:
329825902
UNSPSC Code:
12352200
MDL number:
MFCD00868356
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
100
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Quality Level

100

assay

≥98% (HPLC)

form

powder

optical activity

[α]/D -305 to -325°, c = 1 in dichloromethane

color

white to beige

solubility

DMSO: 5 mg/mL, clear (warmed)

storage temp.

2-8°C

SMILES string

O[C@@]1(CC#N)CC[C@@]2([H])[C@]3([H])CCC4=CC(CCC4=C3CC[C@@]21C)=O

InChI

1S/C20H25NO2/c1-19-8-6-16-15-5-3-14(22)12-13(15)2-4-17(16)18(19)7-9-20(19,23)10-11-21/h12,17-18,23H,2-10H2,1H3/t17-,18+,19+,20-/m1/s1

InChI key

AZFLJNIPTRTECV-FUMNGEBKSA-N

Biochem/physiol Actions

Dienogest is a fourth-generation progestin, an orally active synthetic progestogen with approximately 10% of the relative affinity of progesterone, but has a very potent progestagenic effect in the endometrium with some antiandrogenic activity and without any androgenic, glucocorticoid or mineralocorticoid effects. It has been used alone or in combination as a contraceptive and to treat uterine fibroids. Dienogest inhibits ovulation primarily through peripheral action rather than by central action on gonadotrophin secretion.
Dienogest is an orally active synthetic progestogen
Dienogest is used to treat endometriosis. It might also help to decrease the levels of plasma estradiol by stimulating cell death of granulosa cells in the ovary.

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pictograms

Health hazard
GHS08

signalword

Warning

hcodes

H361

Hazard Classifications

Repr. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000544342
0000544342
0000544340
0000463178
0000463178

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Adolf E Schindler
International journal of women's health, 3, 175-184 (2011-07-28)
Endometriosis is a chronic disease primarily affecting women of childbearing age, in which endometriotic lesions form outside the uterus, typically leading to painful symptoms, fatigue, and infertility. The symptoms of endometriosis may cause significant impairment in quality of life and