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N,N'-八亚甲基双二氯乙酰胺

N,N'-八亚甲基双二氯乙酰胺用途

Win 18446 是具有口服活性的睾丸特异性的酶 ALDH1a2 的抑制剂,其 IC50 值为 0.3 μM。Win 18446 可逆的抑制多个物种的精子形成,抑制睾丸内视黄醇 (HY-B1342) 合成视黄酸 (HY-14649)。

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N,N'-八亚甲基双二氯乙酰胺名称

[ CAS 号 ]:
1477-57-2

[ 中文名 ]:
N,N'-八亚甲基双二氯乙酰胺

[ 英文名 ]:
Win 18446

[中文别名 ]:

N,N-八亚甲基双二氯乙酰胺

[英文别名 ]:

N,N'-Octane-1,8-diylbis(2,2-dichloroacetamide)
Fertilysin
N,N'-1,8-Octanediylbis(2,2-dichloroacetamide)
N,N'-1,8-Octanediylbis[2,2-dichloroacetamide]
N,N'-Octamethylenebis(2,2-dichloroacetamide)
Acetamide, N,N'-1,8-octanediylbis[2,2-dichloro-
N,N'-Octamethylenebis(dichloroacetamide)
EINECS 216-033-0
N,N'-Bis(dichloroacetyl)-1,8-octamethylenediamine

N,N'-八亚甲基双二氯乙酰胺生物活性

[ 描述 ]:

[ 相关类别 ]:

信号通路 >> 代谢酶/蛋白酶 >> 醛脱氢酶(ALDH)

研究领域 >> 内分泌

[体外研究]

WIN 18446(1μM,24 h)能够在含有生殖细胞和体细胞的整个睾丸培养物中抑制Stra8的表达[2]。RT-PCR[2]细胞系：取2-dpp小鼠睾丸。浓度：1μM,孵育时间：24h。结果：睾丸呈VAD样表型。单独或联合使用ROL可显著降低Stra8的表达。

[体内研究]

Win 18446(200mg/kg,口服4、8和16周)显著降低睾丸内维甲酸浓度,严重损害精子发生,并导致不育[1]。动物模型：6月龄雄性新西兰大白兔[1]。剂量：200mg/kg。给药：口服4、8、16周。结果：随着时间的推移,睾丸重量明显减轻。显著抑制精子发生。显著降低睾丸内维甲酸浓度和Stra8表达,严重抑制精子发生和生育。

[参考文献]

[1]. John K Amory, et al. Suppression of spermatogenesis by bisdichloroacetyldiamines is mediated by inhibition of testicular retinoic acid biosynthesis. J Androl. Jan-Feb 2011;32(1):111-9.

[2]. Cathryn A Hogarth, et al. Suppression of Stra8 expression in the mouse gonad by WIN 18,446. Biol Reprod. 2011 May;84(5):957-65.

N,N'-八亚甲基双二氯乙酰胺物理化学性质

[ 密度 ]:
1.3±0.1 g/cm3

[ 沸点 ]:
530.2±50.0 °C at 760 mmHg

[ 熔点 ]:
118-120ºC

[ 分子式 ]:
C₁₂H₂₀Cl₄N₂O₂

[ 分子量 ]:
366.111

[ 闪点 ]:
274.5±30.1 °C

[ 精确质量 ]:
364.027893

[ PSA ]:
58.20000

[ LogP ]:
1.96

[ 蒸汽压 ]:
0.0±1.4 mmHg at 25°C

[ 折射率 ]:
1.503

[ 储存条件 ]:
库房通风低温干燥,与食品原料分开存放

N,N'-八亚甲基双二氯乙酰胺MSDS

详细MSDS(安全技术说明书)

N,N'-八亚甲基双二氯乙酰胺毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :: AC6800000

CHEMICAL NAME :: Acetamide, N,N'-octamethylenebis(2,2-dichloro-

CAS REGISTRY NUMBER :: 1477-57-2

LAST UPDATED :: 199612

DATA ITEMS CITED :: 23

MOLECULAR FORMULA :: C12-H20-Cl4-N2-O2

MOLECULAR WEIGHT :: 366.14

WISWESSER LINE NOTATION :: GYG&VM8MVYG&G

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Human - man

DOSE/DURATION :: 943 mg/kg/50D

TOXIC EFFECTS :: Gastrointestinal - nausea or vomiting

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >16 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 150 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 150 mg/kg

SEX/DURATION :: male 42 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Paternal Effects - spermatogenesis (incl. genetic material, sperm morphology, motility, and count)

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 2 gm/kg

SEX/DURATION :: male 70 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Paternal Effects - spermatogenesis (incl. genetic material, sperm morphology, motility, and count)

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 943 mg/kg

SEX/DURATION :: male 50 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Paternal Effects - spermatogenesis (incl. genetic material, sperm morphology, motility, and count)

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 2250 mg/kg

SEX/DURATION :: male 3 week(s) pre-mating

TOXIC EFFECTS :: Reproductive - Paternal Effects - spermatogenesis (incl. genetic material, sperm morphology, motility, and count)

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 1313 mg/kg

SEX/DURATION :: male 21 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Paternal Effects - testes, epididymis, sperm duct

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 100 mg/kg

SEX/DURATION :: female 10-11 day(s) after conception

TOXIC EFFECTS :: Reproductive - Specific Developmental Abnormalities - respiratory system Reproductive - Specific Developmental Abnormalities - immune and reticuloendothelial system

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 1 gm/kg

SEX/DURATION :: female 10 day(s) after conception

TOXIC EFFECTS :: Reproductive - Specific Developmental Abnormalities - cardiovascular (circulatory) system

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 1 gm/kg

SEX/DURATION :: female 11-12 day(s) after conception

TOXIC EFFECTS :: Reproductive - Specific Developmental Abnormalities - craniofacial (including nose and tongue) Reproductive - Specific Developmental Abnormalities - body wall Reproductive - Specific Developmental Abnormalities - musculoskeletal system

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 50 mg/kg

SEX/DURATION :: female 10-11 day(s) after conception

TOXIC EFFECTS :: Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants) Reproductive - Effects on Newborn - stillbirth Reproductive - Effects on Newborn - viability index (e.g., # alive at day 4 per # born alive)

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Unreported

DOSE :: 2 gm/kg

SEX/DURATION :: female 9-10 day(s) after conception

TOXIC EFFECTS :: Reproductive - Specific Developmental Abnormalities - craniofacial (including nose and tongue) Reproductive - Specific Developmental Abnormalities - body wall Reproductive - Specific Developmental Abnormalities - cardiovascular (circulatory) system

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Unreported

DOSE :: 2 gm/kg

SEX/DURATION :: female 9-10 day(s) after conception

TOXIC EFFECTS :: Reproductive - Specific Developmental Abnormalities - blood and lymphatic systems (including spleen and marrow) Reproductive - Specific Developmental Abnormalities - urogenital system

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Unreported

DOSE :: 2 gm/kg

SEX/DURATION :: female 12-13 day(s) after conception

TOXIC EFFECTS :: Reproductive - Specific Developmental Abnormalities - body wall Reproductive - Specific Developmental Abnormalities - blood and lymphatic systems (including spleen and marrow) Reproductive - Specific Developmental Abnormalities - respiratory system

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 6400 mg/kg

SEX/DURATION :: female 8-9 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 - musculoskeletal system

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 2500 mg/kg

SEX/DURATION :: female 10 day(s) after conception

TOXIC EFFECTS :: Reproductive - Specific Developmental Abnormalities - craniofacial (including nose and tongue) Reproductive - Specific Developmental Abnormalities - musculoskeletal system

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 20 gm/kg

SEX/DURATION :: female 14 day(s) after conception

TOXIC EFFECTS :: Reproductive - Specific Developmental Abnormalities - hepatobiliary system

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 4 gm/kg

SEX/DURATION :: female 10 day(s) after conception

TOXIC EFFECTS :: Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus) Reproductive - Specific Developmental Abnormalities - craniofacial (including nose and tongue) Reproductive - Specific Developmental Abnormalities - musculoskeletal system

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 1875 mg/kg

SEX/DURATION :: male 30 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Paternal Effects - testes, epididymis, sperm duct

TYPE OF TEST :: Sperm Morphology

MUTATION DATA

TYPE OF TEST :: Micronucleus test

TEST SYSTEM :: Rodent - mouse Cells - not otherwise specified

DOSE/DURATION :: 500 mg/kg

REFERENCE :: NKEZA4 Nippon Koshu Eisei Zasshi. Japanese Journal of Public Health. (Nippon Koshu Eisei Gakkai, 1-29-8 Shinjuku, Shinjuku-ku, Tokyo 160, Japan) V.1- 1954- Volume(issue)/page/year: 33,165,1986

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N,N'-八亚甲基双二氯乙酰胺安全信息

[ 危害码 (欧洲) ]:
Xn

[ 风险声明 (欧洲) ]:
20/21/22-40

[ 安全声明 (欧洲) ]:
S24/25

[ 海关编码 ]:
2924199090

N,N'-八亚甲基双二氯乙酰胺合成路线

详细合成路线

N,N'-八亚甲基双二氯乙酰胺上下游产品

N,N'-八亚甲基双二氯乙酰胺上游产品

N,N'-八亚甲基双二氯乙酰胺下游产品

N,N'-八亚甲基双二氯乙酰胺海关

[ 海关编码 ]: 2924199090

[ 中文概述 ]:
2924199090. 其他无环酰胺（包括无环氨基甲酸酯)(包括其衍生物及盐）. 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:30.0%

[ 申报要素 ]: 品名, 成分含量, 用途, 包装

[ Summary ]:
2924199090. other acyclic amides (including acyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%