Grundinformationen
- Standard-SMILES
C#C[C@]1(OC(C)=O)CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@@H]4[C@H]3CC[C@@]21C- InChIKey
IMONTRJLAWHYGT-ZCPXKWAGSA-N- Summenformel
- C22H28O3
- Durchschnittliche Molmasse
- 340,5 g/mol
- Monoisotopische Masse
- 340,20384476
Überblick
Norethisterone Acetate (Norethindrone Acetate) can cause developmental toxicity according to state or federal government labeling requirements.
Namen und Bezeichner
- Bevorzugter Name
- Norethisterone Acetate
- IUPAC
- [(8R,9S,10R,13S,14S,17R)-17-ethynyl-13-methyl-3-oxo-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl] acetate
- Lokaler Name
- Norethisteronacetat
- Englischer Name
- 19-Norethindrone acetate
- Summenformel
- C22H28O3
- Molmasse
- 340.46
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
51-98-9- PubChem CID
- 5832
- DTXSID
DTXSID4023381- ChEMBL
CHEMBL1201146- ChEBI
CHEBI:7628- UNII
- 9S44LIC7OJ
- EC Number
- 200-132-0
- Nikkaji
- J1.910K
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 3,5
- Polarare Oberfläche (TPSA)
- 43,4 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 3
- Frei drehbare Bindungen
- 3
- Schwere Atome
- 25
- Formalladung
- 0
- Komplexität
- 695
Experimentelle und physikochemische Eigenschaften
Human Drugs
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
Pharmaceuticals
Physikochemische Eigenschaften
- Schmelzpunkt
- 161 · 161-162°
- Siedepunkt
- 416.25 °C · 416.25°C (rough estimate)
- Dichte
- 1.1236 · 1.1236 (rough estimate)
- Brechungsindex
- -34 ° · -34 ° (C=1, Dioxane)
- storage temp.
- 2 · 2-8°C
- Löslichkeit
- Practically insoluble in water, freely soluble in methylene chloride, soluble in alcohol.
- Aggregatzustand
- Solid
- Farbe
- 2 CO/hexane · Crystals from Me2CO/hexane
- Wasserlöslichkeit
- 3.162 mg/L · 3.162mg/L(10 ºC)
- Merck
- 14 · 14,6697
- Major Application
- pharmaceutical small molecule
- InChI
- InChI=1/C22H28O3/c1-4-22(25-14(2)23)12-10-20-19-7-5-15-13-16(24)6-8-17(15)18(19)9-11-21(20,22)3/h1,13,17-20H,5-12H2,2-3H3/t17-,18+,19+,20-,21-,22-/s3
- InChIKey
- IMONTRJLAWHYGT-ZCPXKWAGSA-N
- SMILES
- C[C@]12CC[C@]3([H])[C@@]4([H])CCC(=O)C=C4CC[C@@]3([H])[C@]1([H])CC[C@]2(C#C)OC(=O)C |&1:1,4,6,16,18,22,r|
- CAS Datenbank
- 51 · 51-98-9(CAS DataBase Reference)
- NIST chemische Informationen
- Norethindrone acetate(51-98-9)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
Danger
H302 (16.5%): Harmful if swallowed [Warning Acute toxicity, oral]
P203, P260, P261, P263, P264, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P317, P318, P321, P330, P362+P364, P391, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 115 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Toxikologische Informationen
Treatment
The treatment of choice for S. aureus infection is penicillin, but in most countries, penicillin-resistance is extremely common and first-line therapy is most commonly a penicillinase-resistant penicillin (for example, oxacillin or flucloxacillin). Combination therapy with gentamicin may be used to treat serious infections like endocarditis, but its use is controversial because of the high risk of damage to the kidneys. The duration of treatment depends on the site of infection and on severity. (L1773)
Toxicity Summary
The action of enterotoxins leads to increased chloride ion permeability of the apical membrane of intestinal mucosal cells. These membrane pores are activated by either increased cAMP or by increased calcium ion concentration intracellularly. The pore formation has a direct effect on the osmolarity of the luminal contents of the intestines. Increased chloride permeability leads to leakage into the lumen followed by sodium and water movement. This leads to a secretory diarrhea within a few hours of ingesting enterotoxin. (L1780)
Drug Induced Liver Injury
Drug Induced Liver Injury Rank (DILIrank 2.0)
Norethindrone acetate
vNo-DILI-concern
0
No match
DOI:10.1016/j.drudis.2016.02.015
Sicherheitsdaten
- wgk
- 3
- hs_code
- 29372390
- RTECS-Nr.
- RC8965000
- risk_code
- 40-48
- Toxizität
- dlt-mus-orl 1120 mg/kg/4W MUREAV 26,535,74
- hazard_code
- Xn
- safety_code
- 36/37
- Speicherklasse
- 6.1D - Non-combustible acute toxic Cat.3toxic hazardous materials or hazardous materials causing chronic effects
- Hazard Classifications
- Aquatic Acute 1Aquatic Chronic 1Carc. 2Lact.Repr. 1A
Chemie und Industrie
Pharmakologische Informationen
Metabolism/Metabolites
Free toxin may be removed by opsonization via the reticuloendothelial system (primarily the liver and kidneys) or it may be degraded through cellular internalization via the lysosomes. Lysosomes are membrane-enclosed organelles that contain an array of digestive enzymes, including several proteases.
FDA Pharmacological Classification
NORETHINDRONE ACETATE
Progesterone Congeners [CS]; Progestin [EPC]
MeSH Pharmacological Classification
Chemical substances or agents with contraceptive activity in females. Use for female contraceptive agents in general or for which there is no specific heading.
Contraceptive agents that act on the ENDOCRINE SYSTEM.
Verwendung und Herstellung
Anwendungen
VerwendenProgesteron. Norethindrone and acetate in combination with estrogen as contraceptive (oral). It is reasonably anticipated to be a human carcinogen.
Vor- und nachgelagerte Produkte
Vorgelagerte Rohstoffe
Anbieter50 Anbieter
Ergänzende Hinweise
DefinitionChEBI: A 3-oxo Delta4-steroid that is norethisterone in which the hydroxy group has been converted to its acetate ester.
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