2-(4-hydroxyphenyl)-3-{4-[2-(piperidin-1-yl)ethoxy]benzoyl}-1-benzothiophen-6-ol hydrochloride

• ChemBase编号: 72582
• 分子式: C28H28ClNO4S
• 平均质量: 510.04422
• 单一同位素质量: 509.14275706
• SMILES: c1(ccc2c(c1)sc(c2C(=O)c1ccc(cc1)OCCN1CCCCC1)c1ccc(cc1)O)O.Cl
• Canonical SMILES: Oc1ccc2c(c1)sc(c2C(=O)c1ccc(cc1)OCCN1CCCCC1)c1ccc(cc1)O.Cl
• InChI: InChI=1S/C28H27NO4S.ClH/c30-21-8-4-20(5-9-21)28-26(24-13-10-22(31)18-25(24)34-28)27(32)19-6-11-23(12-7-19)33-17-16-29-14-2-1-3-15-29;/h4-13,18,30-31H,1-3,14-17H2;1H
• InChIKey: BKXVVCILCIUCLG-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-(4-hydroxyphenyl)-3-{4-[2-(piperidin-1-yl)ethoxy]benzoyl}-1-benzothiophen-6-ol hydrochloride
• IUPAC传统名: raloxifene hydrochloride; 2-(4-hydroxyphenyl)-3-{4-[2-(piperidin-1-yl)ethoxy]benzoyl}-1-benzothiophen-6-ol hydrochloride
• 别名: Keoxifene hydrochloride; LY 156758; [6-Hydroxy-2-(4-hydroxyphenyl)benzo[b]thien-3-yl][4-[2-(1-piperidinyl)ethoxy]phenyl]methanone hydrochloride; Raloxifene hydrochloride; [6-Hydroxy-2-(4-hydroxyphenyl)-benzo[b]thien-3-yl][4-[2-(1-piperidinyl)ethoxy]phenyl]methanone Hydrochloride; LY-139481; Evista; Raloxifene Hydrochloride; (6-Hydroxy-2-(4-hydroxyphenyl)benzo[b]thiophen-3-yl)(4-(2-(piperidin-1-yl)ethoxy)phenyl)methanone hydrochloride; Raloxifene Hydrochloride; keoxifene; Evista(Raloxifene Hydrochloride; 2-(4-hydroxyphenyl)-3-({4-[2-(piperidin-1-yl)ethoxy]phenyl}carbonyl)-1-benzothiophen-6-ol hydrochloride

登记号

• CAS号: 82640-04-8
• MDL号: MFCD01938233
• PubChem SID: 162037507; 24278673
• PubChem CID: 54900

理论计算性质

• Acid pKa: 8.892227
• 质子受体: 5
• 质子供体: 2
• LogD (pH = 5.5): 3.586806
• LogD (pH = 7.4): 5.3366327
• Log P: 5.6926293
• 摩尔折射率: 135.48 cm^3
• 极化性: 54.715824 Å^3
• 极化表面积: 70.0 Å^2
• 可自由旋转的化学键: 7
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: DMSO; DMSO: soluble28 mg/mL; H2O: insoluble; Methanol
• 外观: light yellow solid; Light-Yellow Solid
• 熔点: 250-253°C; 266 - 268°C
• 疏水性(logP): 6.861

安全信息

• 保存条件: -20°C; -20°C Freezer
• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

药理学性质

• 作用靶点: estrogen receptor

产品相关信息

• 纯度: 95%; 95+%
• 成盐信息: Hydrochloride
• Empirical Formula (Hill Notation): C28H27NO4S · HCl

详细说明

Selleck Chemicals - S1227

Research Area: Cancer
Biological Activity:
Raloxifene has estrogen and tamoxifen-like effects on bone and serum cholesterol levels in ovariectomized rats. At 5 weeks, ovariectomy induced a 9% and 18% decrease in the bone mineral density of the lumbar vertebrae L1-4 and proximal tibiae, respectively. Raloxifene prevented this loss of bone with EC50=0.3 mg/kg/day for both the axial and appendicular skeleton. [1]Raloxifene, which demonstrated an extremely low IC50 value of 2.9 nM for phthalazine oxidase in human liver cytosol. [2]References on Evista(Raloxifene HCl)[] DMD, 2004, 32:89–97

Sigma Aldrich - R1402

Biochem/physiol Actions
Raloxifene is a selective estrogen receptor modulator (SERM); acts as an anti-estrogen in both breast and uterine tissue while being estrogenic in bone. May have efficacy against estrogen-sensitive cancers.

Toronto Research Chemicals - R100000

A nonsteroidal, selective estrogen receptor modulator (SERM). Antiosteoporotic.Insoluble in water.

参考文献

• Masahiko Sato et al. J Bone Miner Met. 1994
• Jone, C.D., et al.: J. Med. Chem., 27, 1057 (1984)
• Buelke-Sam, J., et al.: Reprod. Toxicol., 12, 217 (1984)