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曲帕拉醇

曲帕拉醇用途

三巴醇(MER-29)是一种有效的胆固醇生物合成抑制剂,可阻断24-脱氢胆固醇还原酶(24-DHCR)。三巴醇可以干扰Hedgehog信号分子的翻译后修饰及其受体PTCH1的甾醇传感结构域,导致Hh信号的下调。三巴醇抑制人类肿瘤生长[1][2]。
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曲帕拉醇名称

[ CAS 号 ]:
78-41-1

[ 中文名 ]:
曲帕拉醇

[ 英文名 ]:
Triparanol

[英文别名 ]:

曲帕拉醇生物活性

[ 描述 ]:

三巴醇(MER-29)是一种有效的胆固醇生物合成抑制剂,可阻断24-脱氢胆固醇还原酶(24-DHCR)。三巴醇可以干扰Hedgehog信号分子的翻译后修饰及其受体PTCH1的甾醇传感结构域,导致Hh信号的下调。三巴醇抑制人类肿瘤生长[1][2]。

[ 相关类别 ]:

信号通路 >> 细胞凋亡 >> 细胞凋亡
研究领域 >> 癌症
信号通路 >> 干细胞及 Wnt 通路 >> Hedgehog

[体外研究]

三巴醇可以阻止多种人类癌细胞的增殖并诱导凋亡,包括肺癌、乳腺癌、肝癌、胰腺癌、前列腺癌和黑色素瘤细胞,外源性添加胆固醇可以缓解生长抑制[2]。

[参考文献]

[1]. AVIGAN J, et al. The mechanism of action of MER-29. Prog Cardiovasc Dis. 1960;2:525-530.

[2]. Bi X, et al. Triparanol suppresses human tumor growth in vitro and in vivo [published correction appears in Biochem Biophys Res Commun. 2012 Nov 2;427(4):808]. Biochem Biophys Res Commun. 2012;425(3):613-618.

曲帕拉醇物理化学性质

[ 密度 ]:
1.133g/cm3

[ 沸点 ]:
546.9ºC at 760 mmHg

[ 熔点 ]:
102.9-103.7ºC

[ 分子式 ]:
C27H32ClNO2

[ 分子量 ]:
438.00100

[ 闪点 ]:
284.5ºC

[ 精确质量 ]:
437.21200

[ PSA ]:
32.70000

[ LogP ]:
5.84760

[ 外观性状 ]:
粉末

[ 折射率 ]:
1.582

[ 储存条件 ]:
2-8°C

曲帕拉醇MSDS

曲帕拉醇毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :
KK2400000
CHEMICAL NAME :
Ethanol, 2-(p-chlorophenyl)-1-(p-(2-(diethylamino)ethoxy)pheny l)-1-p-tolyl-
CAS REGISTRY NUMBER :
78-41-1
LAST UPDATED :
199612
DATA ITEMS CITED :
13
MOLECULAR FORMULA :
C27-H32-Cl-N-O2
MOLECULAR WEIGHT :
438.05
WISWESSER LINE NOTATION :
GR D1XQR D1&R DO2N2&2

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
2 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
CRSBAW Comptes Rendus des Seances de la Societe de Biologie et de Ses Filiales. (SPPIF, B.P.22, F-41353 Vineuil, France) V.1- 1849- Volume(issue)/page/year: 155,2255,1961 ** REPRODUCTIVE DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
14 mg/kg
SEX/DURATION :
female 1-14 day(s) after conception
TOXIC EFFECTS :
Reproductive - Specific Developmental Abnormalities - musculoskeletal system
REFERENCE :
TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 10,565,1967
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
450 mg/kg
SEX/DURATION :
female 6-14 day(s) after conception
TOXIC EFFECTS :
Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus) Reproductive - Specific Developmental Abnormalities - homeostasis Reproductive - Specific Developmental Abnormalities - craniofacial (including nose and tongue)
REFERENCE :
TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 10,565,1967
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
350 mg/kg
SEX/DURATION :
female 2-15 day(s) after conception
TOXIC EFFECTS :
Reproductive - Specific Developmental Abnormalities - eye/ear Reproductive - Specific Developmental Abnormalities - urogenital system Reproductive - Specific Developmental Abnormalities - homeostasis
REFERENCE :
CRSBAW Comptes Rendus des Seances de la Societe de Biologie et de Ses Filiales. (SPPIF, B.P.22, F-41353 Vineuil, France) V.1- 1849- Volume(issue)/page/year: 167,1523,1973
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
350 mg/kg
SEX/DURATION :
female 2-15 day(s) after conception
TOXIC EFFECTS :
Reproductive - Fertility - abortion Reproductive - Effects on Embryo or Fetus - fetal death Reproductive - Specific Developmental Abnormalities - Central Nervous System
REFERENCE :
CRSBAW Comptes Rendus des Seances de la Societe de Biologie et de Ses Filiales. (SPPIF, B.P.22, F-41353 Vineuil, France) V.1- 1849- Volume(issue)/page/year: 167,1523,1973
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Subcutaneous
DOSE :
70 mg/kg
SEX/DURATION :
female 14 day(s) pre-mating
TOXIC EFFECTS :
Reproductive - Maternal Effects - parturition Reproductive - Effects on Newborn - stillbirth Reproductive - Effects on Newborn - live birth index (measured after birth)
REFERENCE :
ENDOAO Endocrinology (Baltimore). (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21203) V.1- 1917- Volume(issue)/page/year: 74,64,1964
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Subcutaneous
DOSE :
70 mg/kg
SEX/DURATION :
female 14 day(s) pre-mating
TOXIC EFFECTS :
Reproductive - Specific Developmental Abnormalities - eye/ear
REFERENCE :
ENDOAO Endocrinology (Baltimore). (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21203) V.1- 1917- Volume(issue)/page/year: 74,64,1964
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Unreported
DOSE :
2800 mg/kg
SEX/DURATION :
female 1-14 day(s) after conception
TOXIC EFFECTS :
Reproductive - Specific Developmental Abnormalities - eye/ear Reproductive - Specific Developmental Abnormalities - craniofacial (including nose and tongue) Reproductive - Specific Developmental Abnormalities - urogenital system
REFERENCE :
CRSBAW Comptes Rendus des Seances de la Societe de Biologie et de Ses Filiales. (SPPIF, B.P.22, F-41353 Vineuil, France) V.1- 1849- Volume(issue)/page/year: 160,923,1966
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Unreported
DOSE :
2800 mg/kg
SEX/DURATION :
female 1-14 day(s) after conception
TOXIC EFFECTS :
Reproductive - Effects on Embryo or Fetus - fetal death
REFERENCE :
CRSBAW Comptes Rendus des Seances de la Societe de Biologie et de Ses Filiales. (SPPIF, B.P.22, F-41353 Vineuil, France) V.1- 1849- Volume(issue)/page/year: 160,923,1966 *** REVIEWS *** TOXICOLOGY REVIEW CRTXB2 CRC Critical Reviews in Toxicology. (CRC Press, Inc., 2000 Corporate Blvd., NW, Boca Raton, FL 33431) V.1- 1971- Volume(issue)/page/year: 1(1),93,1971 TOXICOLOGY REVIEW CLPTAT Clinical Pharmacology and Therapeutics (St. Louis). (C.V. Mosby Co., 11830 Westline Industrial Dr., St. Louis, MO 63146) V.1- 1960- Volume(issue)/page/year: 5,480,1964 TOXICOLOGY REVIEW ARVPAX Annual Review of Pharmacology. (Palo Alto, CA) V.1-15, 1961-75. For publisher information, see ARPTDI. Volume(issue)/page/year: 5,447,1965 TOXICOLOGY REVIEW ADVPA3 Advances in Pharmacology. (New York, NY) V.1-6, 1962-68. For publisher information, see AVPCAQ. Volume(issue)/page/year: 4,263,1966
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曲帕拉醇安全信息

[ 符号 ]:

GHS05, GHS07

[ 信号词 ]:
Danger

[ 危害声明 ]:
H302-H318

[ 警示性声明 ]:
P280-P305 + P351 + P338

[ 个人防护装备 ]:
dust mask type N95 (US);Eyeshields;Gloves

[ 危害码 (欧洲) ]:
Xn

[ 风险声明 (欧洲) ]:
22-41

[ 危险品运输编码 ]:
NONH for all modes of transport

[ RTECS号 ]:
KK2400000

曲帕拉醇文献

Transcriptional Regulation of Cytosolic Sulfotransferase 1C2 by Intermediates of the Cholesterol Biosynthetic Pathway in Primary Cultured Rat Hepatocytes.

J. Pharmacol. Exp. Ther. 355 , 429-41, (2015)

Cytosolic sulfotransferase 1C2 (SULT1C2) is expressed in the kidney, stomach, and liver of rats; however, the mechanisms regulating expression of this enzyme are not known. We evaluated transcriptiona...

Teratogen-mediated inhibition of target tissue response to Shh signaling.

Science 280(5369) , 1603-7, (1998)

Veratrum alkaloids and distal inhibitors of cholesterol biosynthesis have been studied for more than 30 years as potent teratogens capable of inducing cyclopia and other birth defects. Here, it is sho...

Triggering of Erythrocyte Death by Triparanol.

Toxins (Basel.) 7 , 3359-71, (2015)

The cholesterol synthesis inhibitor Triparanol has been shown to trigger apoptosis in several malignancies. Similar to the apoptosis of nucleated cells, erythrocytes may enter eryptosis, the suicidal ...


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价格:
¥496.0/0g ¥1614.0/5mg ¥2914.0/10mg ¥899.0/10mg

联系人:李先生

产品详情:Triparanol


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公司名:上海陌孚医药科技有限公司

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¥2579.85/10mg ¥447.17/500ug ¥802.62/1mg ¥1433.25/5mg

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产品详情:Triparanol


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相关化合物

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