(Z)-(2-(4-(1,2-Diphenylbut-1-enyl)phenoxy)dimethylammonium-dihydrogen-2-hydroxypropan-1,2,3-tricarboxylat
Tamoxifen Citrate
Grundinformationen
- CAS
54965-24-1- Standard-SMILES
CC/C(=C(\c1ccccc1)c1ccc(OCCN(C)C)cc1)c1ccccc1.O=C(O)CC(O)(CC(=O)O)C(=O)O- InChIKey
FQZYTYWMLGAPFJ-OQKDUQJOSA-N- Summenformel
- C32H37NO8
- Durchschnittliche Molmasse
- 563,6 g/mol
- Monoisotopische Masse
- 563,25191714
Namen und Bezeichner
- Bevorzugter Name
- Tamoxifen Citrate
- IUPAC
- 2-[4-[(Z)-1,2-diphenylbut-1-enyl]phenoxy]-N,N-dimethylethanamine;2-hydroxypropane-1,2,3-tricarboxylic acid
- Lokaler Name
- (Z)-(2-(4-(1,2-Diphenylbut-1-enyl)phenoxy)dimethylammonium-dihydrogen-2-hydroxypropan-1,2,3-tricarboxylat
- Englischer Name
- Tamoxifen citrate
- Summenformel
- C32H37NO8
- Molmasse
- 563.64
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
54965-24-1- PubChem CID
- 2733525
- DTXSID
DTXSID8021301- ChEMBL
CHEMBL786- UNII
- 7FRV7310N6
- EC Number
- 259-415-2
Eigenschaften
Berechnete Struktureigenschaften
- Polarare Oberfläche (TPSA)
- 145 Ų
- H-Brücken-Donoren
- 4
- H-Brücken-Akzeptoren
- 9
- Frei drehbare Bindungen
- 13
- Schwere Atome
- 41
- Formalladung
- 0
- Komplexität
- 690
Experimentelle und physikochemische Eigenschaften
Physikochemische Eigenschaften
- Schmelzpunkt
- 140 · 140-144 °C
- storage temp.
- 2 · 2-8°C
- Löslichkeit
- 50 mg/mL, · methanol: soluble50mg/mL, clear, colorless
- Aggregatzustand
- Powder
- Farbe
- White to off-white
- Biologische Quelle
- rabbit
- Wasserlöslichkeit
- slightly soluble
- Merck
- 14 · 14,9048
- BCS Class
- 1 · 1
- Stabilität
- 1 year · Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 2 months.
- Major Application
- pharmaceutical (small molecule)
- InChIKey
- FQZYTYWMLGAPFJ-OQKDUQJOSA-N
- SMILES
- C(/C1=CC=CC=C1)(\C1C=CC(OCCN(C)C)=CC=1)=C(/CC)\C1=CC=CC=C1.C(O)(C(=O)O)(CC(=O)O)CC(=O)O
- CAS Datenbank
- 54965 · 54965-24-1(CAS DataBase Reference)
- EPA chemische Informationen
- Tamoxifen citrate (54965-24-1)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
Danger
H302 (97.4%): Harmful if swallowed [Warning Acute toxicity, oral];H350 (97.4%): May cause cancer [Danger Carcinogenicity];H360 (96.2%): May damage fertility or the unborn child [Danger Reproductive toxicity];H362 (39.7%): May cause harm to breast-fed children [Reproductive toxicity, effects on or via lactation];H410 (11.5%): Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]
P203, P260, P263, P264, P270, P273, P280, P301+P317, P318, P330, P391, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 78 reports by companies from 14 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Gefahrenhinweise
Regulatory Information
Hazard Traits - Developmental Toxicity;Authoritative List - Prop 65;Report - regardless of intended function of ingredient in the product
Tamoxifen citrate: Does not have an individual approval but may be used under an appropriate group standard
Other Safety Information
IMAP assessments - Ethanamine, 2-[4-(1,2-diphenyl-1-butenyl)phenoxy]-N,N-dimethyl-, (Z)-, 2-hydroxy-1,2,3-propanetricarboxylate (1:1): Environment tier I assessment;IMAP assessments - Ethanamine, 2-[4-(1,2-diphenyl-1-butenyl)phenoxy]-N,N-dimethyl-, (Z)-, 2-hydroxy-1,2,3-propanetricarboxylate (1:1): Human health tier I assessment
Toxikologische Informationen
Drug Induced Liver Injury
Drug Induced Liver Injury Rank (DILIrank 2.0)
Tamoxifen citrate
vMost-DILI-concern
8
Warnings & precautions
DOI:10.1016/j.drudis.2016.02.015
Regulatorische Informationen
Regulatory Information
Hazard Traits - Developmental Toxicity;Authoritative List - Prop 65;Report - regardless of intended function of ingredient in the product
Tamoxifen citrate: Does not have an individual approval but may be used under an appropriate group standard
Sicherheitsdaten
- wgk
- 3
- ridadr
- UN 3077 9 / PGIII
- hs_code
- 29225090
- RTECS-Nr.
- KH2387000
- risk_code
- 45-60-61-22-64-36/37/38
- Toxizität
- LD50 in mice, rats (mg/kg): 200, 600 i.p.; 62.5, 62.5 i.v.; 3000-6000, 1200-2500 orally (Furr, Jordan)
- hazard_code
- T,Xi
- safety_code
- 53-36/37/39-45-36-26
- hazard_class
- IRRITANT
- Speicherklasse
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
- Hazard Classifications
- Acute Tox. 4 OralAquatic Acute 1Aquatic Chronic 1Carc. 1BRepr. 1B
Chemie und Industrie
Pharmakologische Informationen
FDA Pharmacological Classification
TAMOXIFEN CITRATE
Estrogen Agonist/Antagonist [EPC]; Selective Estrogen Receptor Modulators [MoA]
MeSH Pharmacological Classification
Compounds which inhibit or antagonize the action or biosynthesis of estrogenic compounds.
Antineoplastic agents that are used to treat hormone-sensitive tumors. Hormone-sensitive tumors may be hormone-dependent, hormone-responsive, or both. A hormone-dependent tumor regresses on removal of the hormonal stimulus, by surgery or pharmacological block. Hormone-responsive tumors may regress when pharmacologic amounts of hormones are administered regardless of whether previous signs of hormone sensitivity were observed. The major hormone-responsive cancers include carcinomas of the breast, prostate, and endometrium; lymphomas; and certain leukemias. (From AMA Drug Evaluations Annual 1994, p2079)
A structurally diverse group of compounds distinguished from ESTROGENS by their ability to bind and activate ESTROGEN RECEPTORS but act as either an agonist or antagonist depending on the tissue type and hormonal milieu. They are classified as either first generation because they demonstrate estrogen agonist properties in the ENDOMETRIUM or second generation based on their patterns of tissue specificity. (Horm Res 1997;48:155-63)
Agents that inhibit BONE RESORPTION and/or favor BONE MINERALIZATION and BONE REGENERATION. They are used to heal BONE FRACTURES and to treat METABOLIC BONE DISEASES such as OSTEOPOROSIS.
Anwendungen
BeschreibungTamoxifen is a non-steroidal compound with structural similarities to diethylstilbestrol. Tamoxifen citrate is an estrogen receptor antagonist/partial agonist. Induces oxidative stress and apoptosis in estrogen receptor-negative cancer cell lines. Displays neuroprotective effects in permanent focal ischemia. Inhibits PKC. Potent agonist at GPR30 (membrane estrogen receptor). Clinically useful breast cancer agent.
VerwendenTamoxifen Citrate is a selective estrogen response modifier (SERM), protein kinase C inhibitor and anti-angiogenetic factor. Tamoxifen is a prodrug that is metabolized to active metabolites 4-hydroxytamoxifen (4-OHT) and endoxifen by cytochrome P450 isoforms CYP2D6 and CYP3A4.
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