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盐酸茚洛秦

盐酸茚洛秦用途

盐酸茚洛沙嗪是一种5-羟色胺受体和去甲肾上腺素(NE)再摄取抑制剂。盐酸茚洛沙嗪是一种抗抑郁药和大脑激活剂[1]。
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盐酸茚洛秦名称

[ CAS 号 ]:
65043-22-3

[ 中文名 ]:
盐酸茚洛秦

[ 英文名 ]:
Indeloxazine hydrochloride

[中文别名 ]:

[英文别名 ]:

盐酸茚洛秦生物活性

[ 描述 ]:

盐酸茚洛沙嗪是一种5-羟色胺受体和去甲肾上腺素(NE)再摄取抑制剂。盐酸茚洛沙嗪是一种抗抑郁药和大脑激活剂[1]。

[ 相关类别 ]:

研究领域 >> 神经疾病
信号通路 >> G 蛋白偶联受体/G 蛋白 >> 5-HT受体
信号通路 >> 神经信号通路 >> 5-HT受体

[参考文献]

[1]. T Yamaguchi, et al. Facilitation of acetylcholine release in rat frontal cortex by indeloxazine hydrochloride: involvement of endogenous serotonin and 5-HT4 receptors. Naunyn Schmiedebergs Arch Pharmacol. 1997 Dec;356(6):712-20.  

盐酸茚洛秦物理化学性质

[ 沸点 ]:
401.4ºC at 760 mmHg

[ 熔点 ]:
169-170°; mp 155-156°

[ 分子式 ]:
C14H18ClNO2

[ 分子量 ]:
267.75

[ 闪点 ]:
160.3ºC

[ 精确质量 ]:
267.10300

[ PSA ]:
30.49000

[ LogP ]:
2.75390

盐酸茚洛秦毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :
QE5210000
CHEMICAL NAME :
Morpholine, 2-((1H-inden-7-yloxy)methyl)-, hydrochloride
CAS REGISTRY NUMBER :
65043-22-3
LAST UPDATED :
199312
DATA ITEMS CITED :
13
MOLECULAR FORMULA :
C14-H17-N-O2.Cl-H
MOLECULAR WEIGHT :
267.78

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 :
502 mg/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - respiratory depression
REFERENCE :
KSRNAM Kiso to Rinsho. Clinical Report. (Yubunsha Co., Ltd., 1-5, Kanda Suda-Cho, Chiyoda-ku, KS Bldg., Tokyo 101, Japan) V.1- 1960- Volume(issue)/page/year: 19,5687,1985
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
206 mg/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - respiratory depression
REFERENCE :
KSRNAM Kiso to Rinsho. Clinical Report. (Yubunsha Co., Ltd., 1-5, Kanda Suda-Cho, Chiyoda-ku, KS Bldg., Tokyo 101, Japan) V.1- 1960- Volume(issue)/page/year: 19,5687,1985
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
77300 ug/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - respiratory depression
REFERENCE :
KSRNAM Kiso to Rinsho. Clinical Report. (Yubunsha Co., Ltd., 1-5, Kanda Suda-Cho, Chiyoda-ku, KS Bldg., Tokyo 101, Japan) V.1- 1960- Volume(issue)/page/year: 19,5687,1985
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
444 mg/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - respiratory depression
REFERENCE :
KSRNAM Kiso to Rinsho. Clinical Report. (Yubunsha Co., Ltd., 1-5, Kanda Suda-Cho, Chiyoda-ku, KS Bldg., Tokyo 101, Japan) V.1- 1960- Volume(issue)/page/year: 19,5687,1985
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
50400 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
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: 16,1181,1988
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
245 mg/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - respiratory depression
REFERENCE :
KSRNAM Kiso to Rinsho. Clinical Report. (Yubunsha Co., Ltd., 1-5, Kanda Suda-Cho, Chiyoda-ku, KS Bldg., Tokyo 101, Japan) V.1- 1960- Volume(issue)/page/year: 19,5687,1985
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
47 mg/kg
TOXIC EFFECTS :
Sense Organs and Special Senses (Eye) - mydriasis (pupillary dilation) Behavioral - altered sleep time (including change in righting reflex) Behavioral - convulsions or effect on seizure threshold
REFERENCE :
AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898- Volume(issue)/page/year: 238,81,1979
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Mammal - dog
DOSE/DURATION :
>60 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
IYKEDH Iyakuhin Kenkyu. Study of Medical Supplies. (Nippon Koteisho Kyokai, 12-15, 2-chome, Shibuya, Shibuya-ku, Tokyo 150, Japan) V.1- 1970- Volume(issue)/page/year: 19,544,1988 ** OTHER MULTIPLE DOSE TOXICITY DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
7 gm/kg/5W-C
TOXIC EFFECTS :
Liver - other changes Kidney, Ureter, Bladder - urine volume decreased Nutritional and Gross Metabolic - weight loss or decreased weight gain
REFERENCE :
KSRNAM Kiso to Rinsho. Clinical Report. (Yubunsha Co., Ltd., 1-5, Kanda Suda-Cho, Chiyoda-ku, KS Bldg., Tokyo 101, Japan) V.1- 1960- Volume(issue)/page/year: 19,5687,1985
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
10920 mg/kg/52W-C
TOXIC EFFECTS :
Behavioral - food intake (animal) Behavioral - fluid intake Nutritional and Gross Metabolic - weight loss or decreased weight gain
REFERENCE :
KSRNAM Kiso to Rinsho. Clinical Report. (Yubunsha Co., Ltd., 1-5, Kanda Suda-Cho, Chiyoda-ku, KS Bldg., Tokyo 101, Japan) V.1- 1960- Volume(issue)/page/year: 19,5687,1985 ** REPRODUCTIVE DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
1100 mg/kg
SEX/DURATION :
female 7-17 day(s) after conception
TOXIC EFFECTS :
Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus)
REFERENCE :
OYYAA2 Oyo Yakuri. Pharmacometrics. (Oyo Yakuri Kenkyukai, CPO Box 180, Sendai 980-91, Japan) V.1- 1967- Volume(issue)/page/year: 30,429,1985
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
810 mg/kg
SEX/DURATION :
female 17-22 day(s) after conception lactating female 21 day(s) post-birth
TOXIC EFFECTS :
Reproductive - Effects on Newborn - stillbirth Reproductive - Effects on Newborn - live birth index (measured after birth) Reproductive - Effects on Newborn - growth statistics (e.g.%, reduced weight gain)
REFERENCE :
KSRNAM Kiso to Rinsho. Clinical Report. (Yubunsha Co., Ltd., 1-5, Kanda Suda-Cho, Chiyoda-ku, KS Bldg., Tokyo 101, Japan) V.1- 1960- Volume(issue)/page/year: 19,6067,1985
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
50 mg/kg
SEX/DURATION :
female 17-21 day(s) after conception
TOXIC EFFECTS :
Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus)
REFERENCE :
KSRNAM Kiso to Rinsho. Clinical Report. (Yubunsha Co., Ltd., 1-5, Kanda Suda-Cho, Chiyoda-ku, KS Bldg., Tokyo 101, Japan) V.1- 1960- Volume(issue)/page/year: 19,6067,1985
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盐酸茚洛秦安全信息

[ 危险品运输编码 ]:
UN 3249

[ 包装等级 ]:
III

[ 危险类别 ]:
6.1(b)

[ 海关编码 ]:
2934999090

盐酸茚洛秦合成路线

详细合成路线

盐酸茚洛秦上下游产品

盐酸茚洛秦上游产品

盐酸茚洛秦下游产品

盐酸茚洛秦制备

方法1：以7-茚酚为原料，按常法可和氯代环氧丙烷在碱催化下反应，得到环氧化物I。29ml 70％氢氧化钠水溶液和2-氨基乙基硫酸氢酯(35g，0.25mo1)混合，在50～55℃和搅拌下，滴加化合物(I)(9.4g，0.05mol)在50ml甲醇中的溶液。继续搅拌1h后，加入50ml 70%氢氧化钠水溶液，在50～55℃再搅拌16h。用300ml水稀释后，用甲苯(2×100ml)提取。提取液水洗(2×100ml)，无水硫酸镁干燥。蒸去溶剂后，剩余的油状物减压蒸馏，得6.7g粘稠油状的化合物(Ⅱ)，收率58%，沸点146～156℃/67Pa。该油状的化合物(Ⅱ)溶于丙酮，加入5%氯化氢在异丙醇中的溶液，得到的固体再用丙酮重结晶，可得纯的化合物(Ⅱ)的盐酸盐，熔点143～155℃。
化合物(Ⅱ)实际上由两个化合物组成，即盐酸茚洛秦(III)和其互变异构体(Ⅳ)，它们是由烯键的移位所造成的，其平衡组成为(Ⅲ)：(1V)：2：1。该平衡由碱催化。但盐酸茚洛秦在一些溶剂，如甲醇或丙酮中的溶解比其互变异构体(Ⅳ)要小。而在悬浮状态时，它们的平衡比例将改变。如在小量甲醇中，在催化量的碱存在下，它们的比例为(IlI)：(Ⅳ)=9.7：0.3。因而可以利用该性质，从化合物(Ⅱ)得到高收率的盐酸茚洛秦。下面是一则实例：将化合物(II)的盐酸盐(10.0g，0.037mo1)溶于30ml丙酮，加入催化量的化合物(1I)(0.9g，0.0038mo1)作为碱，在室温下剧烈搅拌24h。过滤收集析出的沉淀，用丙酮彻底洗涤。如此得到的盐酸茚洛秦(9.8g)还含有3%的化合物(IV)，再用35ml甲醇重结晶，可以得到7.3g很纯的盐酸茚洛秦，收率为73%，熔点169～170℃。从滤液中回收的化合物(Ⅱ)仍为两个互变异构体的平衡组成。可继续进行分离。
方法2：从这一方法可以直接得到单一的盐酸茚洛秦。但反应相对较繁。2-苄氧基苯乙醇和N-溴代琥珀酰亚胺反应，羟基被溴代，再和氰化钾作用进行氰取代，氢化脱去氧上的苄基，生成2-(2-氰基乙基)苯酚，水解氰基为羧基，在酸性中分子内酯化为内酯、重排生成茚衍生物，和2-溴甲基-4-三苯甲基吗啉作用成醚，氢化羰基为羟基，最后水解脱水消除，得到盐酸茚洛秦。

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盐酸茚洛秦海关

[ 海关编码 ]: 2934999090

[ 中文概述 ]:
2934999090. 其他杂环化合物. 增值税率:17.0%. 退税率:13.0%. 监管条件:无. 最惠国关税:6.5%. 普通关税:20.0%

[ 申报要素 ]: 品名, 成分含量, 用途

[ Summary ]:
2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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区域：上海市普陀区

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联系人：徐经理

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