基本情報
- CAS
89778-27-8- 標準SMILES
CN(C)CCOc1ccc(/C(=C(/CCCl)c2ccccc2)c2ccccc2)cc1.O=C(O)CC(O)(CC(=O)O)C(=O)O- InChIKey
IWEQQRMGNVVKQW-OQKDUQJOSA-N- 分子式
- C32H36ClNO8
- 平均分子量
- 598.1 g/mol
- 単同位体質量
- 597.21294479
概要
Toremifene citrate is a stilbenoid. It has a role as an anticoronaviral agent.
名称と識別子
- 優先名称
- Toremifene Citrate
- IUPAC
- 2-[4-[(Z)-4-chloro-1,2-diphenylbut-1-enyl]phenoxy]-N,N-dimethylethanamine;2-hydroxypropane-1,2,3-tricarboxylic acid
- 現地名
- トレミフェンクエン酸塩
- 英語名
- Toremifene citrate
- 分子式
- C26H28ClNO.C6H8O7
- 分子量
- 598.08
名称と別名
名称をさらに表示
データベース識別子
- CAS
89778-27-8- PubChem CID
- 3005572
- DTXSID
DTXSID2021367- ChEMBL
CHEMBL1200675- ChEBI
CHEBI:9636- UNII
- 2498Y783QT
- EC Number
- 663-344-6
物性
構造計算による物性
- 極性表面積
- 145 Ų
- 水素結合供与体数
- 4
- 水素結合受容体数
- 9
- 回転可能結合数
- 14
- 重原子数
- 42
- 形式電荷
- 0
- 複雑度
- 710
実験および物理化学的性質
Human Drugs
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
物理化学的性質
- 融点
- 160 · 160-162°C
- 沸点
- 146 · 146-148C
- 比重(密度)
- 1 · 1,045g/cm
- 屈折率
- 1 · 1,416-1,418
- 貯蔵温度
- 2 · 2-8°C
- 溶解性
- 10 mg/mL · DMSO:>10mg/mL
- 外見
- 粉
- 色
- ホワイトからオフホワイト
- Merck
- 14 · 14,9550
- 安定性
- Light Sensitive
- InChIKey
- IWEQQRMGNVVKQW-OQKDUQJOSA-N
- SMILES
- OC(=O)CC(O)(CC(O)=O)C(O)=O.CN(C)CCOc1ccc(cc1)C(=C(\CCCl)c2ccccc2)\c3ccccc3
化学的性質
化学的特性White-to-Off-White Solid
安全と法規制
GHS分類
GHS Classification
Danger
H302 (97.6%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P264+P265, P270, P273, P280, P301+P317, P305+P354+P338, P317, P330, P391, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 41 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
危険有害性情報
毒性情報
Drug Induced Liver Injury
Drug Induced Liver Injury Rank (DILIrank 2.0)
Toremifene citrate
Ambiguous-DILI-concern
3
Warnings & precautions
DOI:10.1016/j.drudis.2016.02.015
安全データ
- wgk
- 3
- rtecs
- KH2156700
- ridadr
- UN 3077 9 / PGIII
- risk_code
- 36/37/38-50/53-41-22
- hazard_code
- Xi,N,Xn
- safety_code
- 26-37/39-61-60-39
- Hazard Classifications
- Acute Tox. 4 OralAquatic Acute 1Aquatic Chronic 1Eye Dam. 1
- ストレージクラス
- 11 - Combustible Solids
化学と産業
薬理情報
FDA Pharmacological Classification
TOREMIFENE CITRATE
Selective Estrogen Receptor Modulators [MoA]; Estrogen Agonist/Antagonist [EPC]
MeSH Pharmacological Classification
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.
応用分野
説明Toremifene (citrate) is an orally bioavailable selective estrogen receptor modulator (SERM) that evokes tissue-dependent effects similar to that of tamoxifen . It has been shown to block estrogen-stimulated growth of MCF-7 breast cancer cells grown in tissue culture, to inhibit ovariectomy-induced bone loss in rats, and to stimulate endometrial growth similar to that of tamoxifen.
使用Toremifene citrate salt has been used:in cell-based ELISAas a positive control to detect its antiviral activity against Ebola virus (EBOV)to treat MCF7 and T47D breast cancer cell lines
一般的な説明Toremifene, 2-[4-[(1Z)-4-chloro-1,2-diphenyl-1-butenyl]phenoxy]-N,N-dimethylethanamine(Fareston), differs structurally fromtamoxifen only by having a chloroethyl group (rather than anethyl group) attached to the triphenylethylene structure. Asmight be expected, the pharmacological actions of toremifeneand tamoxifen are quite similar. Toremifene is also a SERM,with estrogen antagonist action in breast tissue but agonist actionin the endometrium, on bone tissue, and on serum lipidprofiles. Recent clinical data indicate that the incidence ofendometrial cancer is lower with toremifene use than with tamoxifen. Toremifene is used in the treatment of metastaticbreast cancer in postmenopausal women.
上流・下流製品情報
上流原料
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