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他卡西妥

他卡西妥用途

Tacalcitol (1,24(R)-Dihydroxyvitamin D3; 1.alpha.,24R-Dihydroxyvitamin D3) 能通过调节钙离子促进正常骨生长。
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他卡西妥名称

[ CAS 号 ]:
57333-96-7

[ 中文名 ]:
他卡西妥

[ 英文名 ]:
Tacalcitol

[中文别名 ]:

[英文别名 ]:

他卡西妥生物活性

[ 描述 ]:

Tacalcitol (1,24(R)-Dihydroxyvitamin D3; 1.alpha.,24R-Dihydroxyvitamin D3) 能通过调节钙离子促进正常骨生长。

[ 相关类别 ]:

信号通路 >> 维生素 D 相关 >> VD/VDR
研究领域 >> 代谢疾病

[参考文献]

[1]. Masuo Morisaki , aoyuki Koizumi , Nobuo Ikekawa et al. Synthesis of active forms of vitamin D. Part IX. Synthesis of 1α,24-dihydroxycholecalciferol. J. Chem. Soc., Perkin Trans. 1, 1975, 1421-1424

[2]. Kiyoshige Ochi , Isao Matsunaga , Hiroyuki Nagano et al. Synthetic studies of vitamin D3 analogues from bile acids. Part 3. Syntheses of 1α,25-, 1α,24R-, and 1α,24S-dihydroxycholecalciferols from lithocholic acid and their biological activities. J. Chem.

[3]. Rostowska-Nadolska et al Vitamin D derivatives: calcitriol and tacalcitol inhibits interleukin-6 and interleukin-8 expression in human nasal polyp fibroblasts. Adv.Med.Sci. (2010) 55 86.

[4]. Oiso N, Kawada A.Freckling Promoted by Topical Tacalcitol in a Japanese Boy with Left Eyelid Vitiligo.Pediatr Dermatol. 2011 Oct 20.

[5]. Kobayashi T, Okumura H, Azuma Y, Kiyoki M, Matsumoto K, Hashimoto K, Yoshikawa K.1 alpha,24R-dihydroxyvitamin D3 has an ability comparable to that of 1 alpha,25-dihydroxyvitamin D3 to induce keratinocyte differentiation.J Dermatol. 1990 Nov;17(11):707-9.

[6]. Matsumoto K, Hashimoto K, Kiyoki M, Yamamoto M, Yoshikawa K.Effect of 1,24R-dihydroxyvitamin D3 on the growth of human keratinocytes.J Dermatol. 1990 Feb;17(2):97-103.


[相关活性小分子]

卡泊三醇 | 马沙骨化醇 | 帕立骨化醇 | 维生素D3 | 25-羟基维生素 D2 | 3-O-(2-氨基乙基)-25-羟基维生素D3 | 司骨化醇 | 西奥骨化醇 | 25,26-二羟基维生素D3 | 1ALPHA,24,25-三羟基生素 D3 | 艾地骨化醇 | 维生素D2 | 维生素D4 | 24,25-二羟基维生素D2(非对映异构体的混合物) | 5,6-反式-卡泊三醇

他卡西妥物理化学性质

[ 密度 ]:
1.1±0.1 g/cm3

[ 沸点 ]:
565.0±50.0 °C at 760 mmHg

[ 分子式 ]:
C27H44O3

[ 分子量 ]:
416.637

[ 闪点 ]:
238.4±24.7 °C

[ 精确质量 ]:
416.329041

[ PSA ]:
60.69000

[ LogP ]:
6.12

[ 蒸汽压 ]:
0.0±3.5 mmHg at 25°C

[ 折射率 ]:
1.546

[ 储存条件 ]:
Store at -20°C

他卡西妥毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :
VS2882200
CHEMICAL NAME :
9,10-Secocholesta-5,7,10(19)-triene-1,3,24-triol, (1-alpha,3-beta,5Z,7E,24R)-
CAS REGISTRY NUMBER :
57333-96-7
LAST UPDATED :
199806
DATA ITEMS CITED :
7

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 :
3279 ug/kg
TOXIC EFFECTS :
Skin and Appendages - hair Nutritional and Gross Metabolic - weight loss or decreased weight gain Nutritional and Gross Metabolic - changes in calcium
REFERENCE :
YACHDS Yakuri to Chiryo. Pharmacology and Therapeutics. (Raifu Saiensu Shuppan K.K., 2-5-13, Yaesu, Chuo-ku, Tokyo 104, Japan) V.1- 1972- Volume(issue)/page/year: 17,4615,1989
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
100 ug/kg
TOXIC EFFECTS :
Nutritional and Gross Metabolic - weight loss or decreased weight gain Skin and Appendages - hair Nutritional and Gross Metabolic - changes in calcium
REFERENCE :
YACHDS Yakuri to Chiryo. Pharmacology and Therapeutics. (Raifu Saiensu Shuppan K.K., 2-5-13, Yaesu, Chuo-ku, Tokyo 104, Japan) V.1- 1972- Volume(issue)/page/year: 17,4615,1989
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
556 ug/kg
TOXIC EFFECTS :
Sense Organs and Special Senses (Eye) - lacrimation Skin and Appendages - hair Nutritional and Gross Metabolic - changes in calcium
REFERENCE :
YACHDS Yakuri to Chiryo. Pharmacology and Therapeutics. (Raifu Saiensu Shuppan K.K., 2-5-13, Yaesu, Chuo-ku, Tokyo 104, Japan) V.1- 1972- Volume(issue)/page/year: 17,4615,1989
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
3050 ug/kg
TOXIC EFFECTS :
Sense Organs and Special Senses (Eye) - lacrimation Behavioral - somnolence (general depressed activity) Nutritional and Gross Metabolic - changes in calcium
REFERENCE :
YACHDS Yakuri to Chiryo. Pharmacology and Therapeutics. (Raifu Saiensu Shuppan K.K., 2-5-13, Yaesu, Chuo-ku, Tokyo 104, Japan) V.1- 1972- Volume(issue)/page/year: 17,4615,1989
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
419 ug/kg
TOXIC EFFECTS :
Sense Organs and Special Senses (Eye) - lacrimation Behavioral - somnolence (general depressed activity) Nutritional and Gross Metabolic - changes in calcium
REFERENCE :
YACHDS Yakuri to Chiryo. Pharmacology and Therapeutics. (Raifu Saiensu Shuppan K.K., 2-5-13, Yaesu, Chuo-ku, Tokyo 104, Japan) V.1- 1972- Volume(issue)/page/year: 17,4615,1989
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
559 ug/kg
TOXIC EFFECTS :
Sense Organs and Special Senses (Eye) - lacrimation Behavioral - somnolence (general depressed activity) Nutritional and Gross Metabolic - changes in calcium
REFERENCE :
YACHDS Yakuri to Chiryo. Pharmacology and Therapeutics. (Raifu Saiensu Shuppan K.K., 2-5-13, Yaesu, Chuo-ku, Tokyo 104, Japan) V.1- 1972- Volume(issue)/page/year: 17,4615,1989
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Mammal - dog
DOSE/DURATION :
10 ug/kg
TOXIC EFFECTS :
Behavioral - food intake (animal) Blood - changes in serum composition (e.g. TP, bilirubin, cholesterol) Nutritional and Gross Metabolic - changes in calcium
REFERENCE :
YACHDS Yakuri to Chiryo. Pharmacology and Therapeutics. (Raifu Saiensu Shuppan K.K., 2-5-13, Yaesu, Chuo-ku, Tokyo 104, Japan) V.1- 1972- Volume(issue)/page/year: 17,4615,1989
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他卡西妥安全信息

[ 符号 ]:

GHS06

[ 信号词 ]:
Danger

[ 危害声明 ]:
H300

[ 危害码 (欧洲) ]:
N-T+

[ 风险声明 (欧洲) ]:
R50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment . R33:Danger of cumulative effects. R26/27/28:Very Toxic by inhalation, in contact with skin and if swallowed .

[ 安全声明 (欧洲) ]:
S61-S60-S45-S36-S28A-S13

[ 危险品运输编码 ]:
2025

[ RTECS号 ]:
OW2300000

[ 包装等级 ]:
II

[ 危险类别 ]:
6.1

他卡西妥制备

889.5mg化合物(Ⅰ)溶于30ml二甲亚砜，加入叔丁醇钾(从0.5g钾制得)，在氩气下于20℃反应30min。倾入冰水，用乙醚提取。提取液用水洗，干燥，浓缩。残物溶于乙醚，在-10℃或以下，将其滴到硼氢化钙和氯化钙在甲醇的溶液中，再在-10℃搅拌1h。用乙酸水溶液破坏过量的硼氢化钙，然后浓缩，再用二氯甲烷提取。提取液水洗，干燥，浓缩。残物溶于二氯甲烷，分小批量加入化合物(Ⅱ)。加毕，在室温搅拌1h。蒸出溶剂，残物经硅胶层析，以1%甲醇的氯仿溶液洗脱，得400.35mg化合物(Ⅲ)。
400.35mg化合物(Ⅲ)溶于氯仿，加入间氯过苯甲酸，在25℃搅拌40h。反应液用碳酸钾水溶液和水洗，干燥，浓缩。残物经硅胶层析，以1%甲醇的氯仿溶液洗脱，得170.6mg化合物(Ⅳ)。
83.0mg化合物(Ⅳ)溶于干燥四氢呋喃，小批量加入氢化铝锂，温和回流1h。加入硫酸钠以破坏过量的氢化铝锂。分出有机层，干燥，浓缩。残物经SephadexLH-20层析提纯，以氯仿-己烷(65：35体积比)洗脱，得到21.3mg化合物(V)。
21.3mg化合物(V)溶于乙醚，以400W高压汞灯照射，在照射中通过通入氩气来搅拌。浓缩，残物经SephadexLH-20层析，以氯仿-己烷(65：35体积比)洗脱，得3.64mg产物。

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他卡西妥文献

Regulation of RANTES and IL-8 production in normal human dermal fibroblasts by active vitamin D3 (tacalcitol).

Br. J. Pharmacol. 124(7) , 1433-8, (1998)

1. The production of chemokines, RANTES and IL-8 in cultured human dermal fibroblasts and the effects of tacalcitol (1alpha,24(R)-dihydroxyvitamin D3) were studied using an enzyme-linked immunosorbent...

Tacalcitol in the treatment of acquired perforating collagenosis. Escribano-Stablé JC

Case Rep. Dermatol. 6(1) , 69-73, (2014)

Hailey-hailey disease treated with topical tacalcitol. Jeon SY et al

Ann. Dermatol. 25(3) , 389-90, (2013)


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推荐生产厂家/供应商：

公司名：上海脉铂医药科技有限公司

区域：上海市嘉定区

价格：
￥1641.0/0g ￥3111.0/1mg ￥13135.0/5mg ￥需询单/1g

联系人：李先生

产品详情：Tacalcitol

公司名：上海阿拉丁生化科技股份有限公司

区域：上海市浦东新区

价格：
￥3239.0/5mg ￥46035.0/25mg ￥需询单/1g ￥1036.0/1mg

联系人：阿拉丁李高志

产品详情：Tacalcitol

公司名：上海创赛科技有限公司

区域：上海市嘉定区

价格：
￥1139.0/1mg ￥4846.0/5mg ￥需询单/1g ￥3059.56/1mg

联系人：夏言

产品详情：[Perfemiker]Tacalcitol,≥98%

公司名：上海陌孚医药科技有限公司

区域：上海市嘉定区

价格：
￥1457.06/500ug ￥2753.6/1mg ￥11594.77/5mg

联系人：朱经理

产品详情：Tacalcitol

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