基本情報
- CAS
68047-06-3- 標準SMILES
CC/C(=C(\c1ccc(O)cc1)c1ccc(OCCN(C)C)cc1)c1ccccc1- InChIKey
TXUZVZSFRXZGTL-QPLCGJKRSA-N- 分子式
- C26H29NO2
- 平均分子量
- 387.5 g/mol
- 単同位体質量
- 387.21982917
概要
Afimoxifene is a tertiary amino compound that is tamoxifen in which the phenyl group which is in a Z- relationship to the ethyl substituent is hydroxylated at the para- position. It is the active metabolite of tamoxifen. It has a role as a metabolite, an antineoplastic agent and an estrogen receptor antagonist. It is a member of phenols and a tertiary amino compound. It is functionally related to a tamoxifen.
名称と識別子
- 優先名称
- 4-Hydroxytamoxifen
- IUPAC
- 4-[(Z)-1-[4-[2-(dimethylamino)ethoxy]phenyl]-2-phenylbut-1-enyl]phenol
- 現地名
- (Z)-3,4-ジフェニル-4-[4-[2-(ジメチルアミノ)エトキシ]フェニル]-3-ブテン-1-オール
- 英語名
- 4-HYDROXYTAMOXIFEN
- 分子式
- C26H29NO2
- 分子量
- 387.51
名称と別名
4-Hydroxytamoxifen(Z)-4-Hydroxytamoxifen68047-06-3HydroxytamoxifenDTXSID70223844-OHT hydrotamoxifen95K54647BZ4-[(Z)-1-[4-[2-(dimethylamino)ethoxy]phenyl]-2-phenylbut-1-enyl]phenol4-[(1Z)-1-{4-[2-(dimethylamino)ethoxy]phenyl}-2-phenylbut-1-en-1-yl]phenolDTXCID802384ICI-79280DTXCID0028161
名称をさらに表示
(E)-4-ヒドロキシタモキシフェンcis-4-ヒドロキシタモキシフェン(Z)-3,4-ジフェニル-4-[4-[2-(ジメチルアミノ)エトキシ]フェニル]-3-ブテン-1-オール4-[(E)-1-[4-[2-(ジメチルアミノ)エトキシ]フェニル]-2-フェニル-1-ブテニル]フェノールN,N-ジメチル-2-[4-[(E)-1-(4-ヒドロキシフェニル)-2-フェニル-1-ブテニル]フェノキシ]エタンアミン2-[4-[(E)-1-(4-ヒドロキシフェニル)-2-フェニル-1-ブテニル]フェノキシ]-N,N-ジメチルエタンアミンヒドロキシタモキシフェン(Z)-α-(4-ヒドロキシフェニル)-β-エチル-4-[2-(ジメチルアミノ)エトキシ]スチルベン4-[(1Z)-1-{4-[2-(ジメチルアミノ)エトキシ]フェニル}-2-フェニルブタ-1-エン-1-イル]フェノール4′-ヒドロキシタモキシフェン4-[(Z)-1-エチル-2-[4-[2-(ジメチルアミノ)エトキシ]フェニル]-2-フェニルエテニル]フェノールN,N-ジメチル-2-[4-[(Z)-1-フェニル-2-(4-ヒドロキシフェニル)-1-ブテニル]フェノキシ]エタンアミン
物性
構造計算による物性
- XLogP
- 6.8
- 極性表面積
- 32.7 Ų
- 水素結合供与体数
- 1
- 水素結合受容体数
- 3
- 回転可能結合数
- 8
- 重原子数
- 29
- 形式電荷
- 0
- 複雑度
- 493
実験および物理化学的性質
Drugs
Pharmaceuticals -> Antibiotics
Pharmaceuticals -> Listed in ZINC15
Endocrine DisruptorsPotential endocrine disrupting compound
物理化学的性質
- 融点
- 105 · 105-107°C
- 沸点
- 513.45 °C · 513.45°C (rough estimate)
- 比重(密度)
- 1.1005 · 1.1005 (rough estimate)
- 屈折率
- 1.6 · 1.6000 (estimate)
- 貯蔵温度
- 2 · 2-8°C
- 溶解性
- 95 % · 95% エタノール: 20 mg/mL
- 外見
- 粉
- 酸解離定数(Pka)
- 10.35 · 10.35±0.15(Predicted)
- 色
- 白い
- 安定性
- 安定。涼しく保管してください。強力な酸化剤とは相容れない。
- InChI
- InChI=1S/C26H29NO2/c1-4-25(20-8-6-5-7-9-20)26(21-10-14-23(28)15-11-21)22-12-16-24(17-13-22)29-19-18-27(2)3/h5-17,28H,4,18-19H2,1-3H3/b26-25-
- InChIKey
- TXUZVZSFRXZGTL-OCEACIFDSA-N
- SMILES
- C1(O)=CC=C(/C(/C2=CC=C(OCCN(C)C)C=C2)=C(/C2=CC=CC=C2)\CC)C=C1
安全と法規制
安全情報は参考情報です。供給元の安全データシート（SDS）、適用法令、専門家による評価に代わるものではありません。
GHS分類
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P203, P261, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P317, P318, P321, P330, P362+P364, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 40 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
危険有害性情報
Hazard Classes and CategoriesAcute Tox. 4 (100%)
毒性情報
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
安全データ
- wgk
- 3
- rtecs
- SL1210000
- risk_code
- 20/21/22-63
- hazard_code
- Xn
- safety_code
- 22-23-36
- Hazard Classifications
- Acute Tox. 4 OralAquatic Acute 1Aquatic Chronic 1Carc. 1BRepr. 1B
- ストレージクラス
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
化学と産業
薬理情報
Mechanism of ActionAfimoxifene binds to estrogen receptors (ER), inducing a conformational change in the receptor. This results in a blockage or change in the expression of estrogen dependent genes.
Metabolism/Metabolites4-Hydroxytamoxifen has known human metabolites that include Tamoxifen 4-O-glucuronide, Endoxifen, Tamoxifen 4-O-sulfate, and 3,4-Dihydroxy-Tamoxifen.
MeSH Pharmacological Classification
Substances that inhibit or prevent the proliferation of NEOPLASMS.
Compounds which inhibit or antagonize the action or biosynthesis of estrogenic compounds.
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)
Absorption, Distribution and ExcretionAbsorbed following topical application.
Tissue LocationsKidney
Cellular LocationsCytoplasm
Metabolite PathwaysTamoxifen Action Pathway
応用分野
使用A hydroxylated analogue of tamoxifen with anti-estrogenic properties. A metabolite of Tamoxifen.
一般的な説明A cell-permeable, active metabolite of Tamoxifen (Cat. No. 579000) that acts as a potent inhibitor of PKC. It is more potent than the parent compound and inhibits PKC by modifying its catalytic domain. Also available as a 10 mM solution in EtOH (Cat. No. 508225).
関連反応
3 件
化合物ノート
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