Heptachloroepoxide | 1024-57-3

• 物质功能分类: 分析化学 - 分析试剂
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: Heptachloroepoxide
• 英文别名: (1R,2R,3S,5S,6R,7S,8S)-1,6,8,9,10,11,11-heptachloro-4-oxatetracyclo[6.2.1.02,7.03,5]undec-9-ene
• CAS: 1024-57-3
• 化学式: C₁₀H₅Cl₇O
• 分子量: 389.3
• InChiKey: ZXFXBSWRVIQKOD-AQTZKLSLSA-N

物化性质

• 熔点：
  160-161.5℃
• 沸点：
  503.92°C (rough estimate)
• 密度：
  1.7335 (rough estimate)
• 闪点：
  11 °C
• 溶解度：
  可溶于氯仿（少许）、乙酸乙酯（少许）、甲醇（少许）
• 暴露限值：
  ACGIH TLV: TWA 0.05 mg/m3 (adopted).
• 物理描述：
  Heptachlor epoxide appears as a degradation product of heptachlor that occurs in soil and in or on crops when treatments with heptachlor, an insecticide, have been made. Forms readily upon exposing heptachlor to air.
• 蒸汽压力：
  1.95e-05 mmHg
• 亨利常数：
  2.10e-05 atm-m3/mole
• 分解：
  Decomposition products: Toxic gases and vapors which include: hydrogen chloride, and carbon monoxide. /Heptachlor/
• 气味阈值：
  0.02 PPM

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  1

ADMET

代谢

粪便代谢物（1-羟基-2,3-环氧氯丹的一种脱氢衍生物）是从喂食了30天，剂量为每千克饮食10毫克七氯环氧的大鼠体内分离出来的。

... FECAL METABOLITE (A DEHYDROGENATED DERIVATIVE OF 1-HYDROXY-2,3-EPOXYCHLORDENE) WAS ISOLATED FROM RATS FED 10 MG/KG DIET HEPTACHLOR EPOXIDE FOR 30 DAYS.

来源:Hazardous Substances Data Bank (HSDB)

代谢

庚氯环氧化的脱氯化反应，随后进行羟基化和双键重排，导致形成一种代谢物，这是主要通过粪便排出的主要形式。

DEHYDROCHLORINATION OF HEPTACHLOR EPOXIDE, FOLLOWED BY HYDROXYLATION & DOUBLE-BOND REARRANGEMENT, LEADS TO FORMATION OF METABOLITE WHICH IS THE PRINCIPAL FORM ... EXCRETED IN FECES.

来源:Hazardous Substances Data Bank (HSDB)

代谢

一个3天的水生系统被用来评估七氯环氧化的吸收与生物转化。水样表明快速形成了1-羟基氯丹及其环氧物以及一个来自螺（Physa和Oedogonium）、蚊子（Culex）和鱼（Gambusia）的极性代谢物。

A 3-DAY AQUATIC SYSTEM WAS USED TO EVALUATE UPTAKE & BIOTRANSFORMATION OF HEPTACHLOR EPOXIDE. WATER SAMPLES INDICATED RAPID FORMATION (APPROX 24 HR) OF 1-HYDROXYCHLORDENE & ITS EPOXIDE PLUS A POLAR METABOLITE FROM SNAIL (PHYSA & OEDOGONIUM), MOSQUITO (CULEX) & FISH (GAMBUSIA).

来源:Hazardous Substances Data Bank (HSDB)

代谢

培养的诺卡氏菌将纯顺式或反式氯丹代谢至少转化为8种可溶于溶剂的物质，包括七氯环氧。

GROWING BROTH CULTURES OF NOCARDIOSIS METABOLIZED PURE CIS- OR TRANS-CHLORDANE TO AT LEAST 8 SOLVENT-SOLUBLE SUBSTANCES INCLUDING HEPTACHLOR ENDO-EPOXIDE.

来源:Hazardous Substances Data Bank (HSDB)

代谢

在大鼠体内，七氯会代谢为七氯环氧。七氯环氧在其他动物、植物和微生物中也是七氯的氧化产物。

IN RAT, HEPTACHLOR IS METABOLIZED TO HEPTACHLOR EPOXIDE. HEPTACHLOR EPOXIDE IS ALSO OXIDATION PRODUCT OF HEPTACHLOR IN OTHER ANIMALS, AS WELL AS IN PLANT & MICROORGANISMS ... .

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 致癌性证据

癌症分类：B2组可能的人类致癌物

Cancer Classification: Group B2 Probable Human Carcinogen

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 致癌性证据

分类：B2；可能的人类致癌物。分类依据：有充分的证据来自啮齿动物研究，其中在两种性别的小鼠和CFN雌性大鼠中诱发了肝癌。几种结构上相关的化合物是肝脏致癌物。人类致癌性数据：不足。动物致癌性数据：充分。/七氯/

CLASSIFICATION: B2; probable human carcinogen. BASIS FOR CLASSIFICATION: Sufficient evidence exists from rodent studies in which liver carcinomas were induced in two strains of mice of both sexes and in CFN female rats. Several structurally related compounds are liver carcinogens. HUMAN CARCINOGENICITY DATA: Inadequate. ANIMAL CARCINOGENICITY DATA: Sufficient. /Heptachlor/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 致癌性证据

不足的证据表明对人类具有致癌性。有限的证据表明对动物具有致癌性。总体评估：第3组：该物质对人类致癌性无法分类。/七氯/

Inadequate evidence of carcinogenicity in humans. Limited evidence of carcinogenicity in animals. OVERALL EVALUATION: Group 3: The agent is not classifiable as to its carcinogenicity to humans. /Heptachlor/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 致癌性证据

A3；已确认对动物有致癌性，但对人类的相关性未知。

A3; Confirmed animal carcinogen with unknown relevance to humans.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 靶器官

发育（器官发育期间的影响），生殖（生育）

Developmental (effects while organs are developing), Reproductive (Producing Children)

来源:CDC-ATSDR Toxic Substances Portal

吸收、分配和排泄

老鼠喂食30毫克/千克七氯后，脂肪中的七氯环氧化物浓度在2到4周内达到最大值；在暴露12周后……停止喂食，七氯环氧化物已完全从脂肪组织中消失。

RATS FED 30 MG/KG HEPTACHLOR HAD MAXIMUM CONCN OF HEPTACHLOR EPOXIDE IN FAT WITHIN 2-4 WEEKS; 12 WEEKS AFTER EXPOSURE ... DISCONTINUED, HEPTACHLOR EPOXIDE HAD COMPLETELY DISAPPEARED FROM ADIPOSE TISSUE.

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

主要排泄途径是胆汁，尽管几乎所有有机氯化合物都会产生可测量的尿液代谢物。许多未经代谢的杀虫剂被肠道有效重吸收（肠肝循环），从而大大减缓了粪便排泄。/固体有机氯杀虫剂/

The chief route of excretion is biliary, although nearly all organochlorines yield measurable urinary metabolites. ... Many of the unmetabolized pesticides are efficiently reabsorbed by the intestine (enterohepatic ciruclation) substantially retarding fecal excretion. /Solid organochlorine insecticides/

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

"七氯可以通过皮肤、肺和胃肠道吸收。在大鼠体内，七氯代谢为七氯环氧物。七氯环氧物也是其他动物、植物和微生物中七氯的氧化产物，但并非所有七氯都转化为环氧物，这种环氧物比原化合物更具毒性和更稳定。"

HEPTACHLOR CAN BE ABSORBED THROUGH SKIN & VIA LUNG & GASTROENTERIC TRACT. IN RAT, HEPTACHLOR IS METABOLIZED TO HEPTACHLOR EPOXIDE. HEPTACHLOR EPOXIDE IS ALSO THE OXIDATION PRODUCT OF HEPTACHLOR IN OTHER ANIMALS, AS WELL AS IN PLANTS & MICROORGANISMS, BUT NOT ALL HEPTACHLOR IS CONVERTED TO THE EPOXIDE, WHICH IS MORE TOXIC & MORE STABLE THAN THE PARENT COMPOUND.

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

环氧七氯在死产婴儿的血液和脂肪中被发现，这表明它可以通过胎盘转移到胎儿。它还会在人类乳汁中排出。

HEPTACHLOR EPOXIDE IS ... FOUND IN BLOOD & FAT OF STILLBORN INFANTS, INDICATING TRANSPLACENTAL TRANSFER TO THE FETUS. IT IS ALSO EXCRETED IN HUMAN MILK.

来源:Hazardous Substances Data Bank (HSDB)

安全信息

• 危险等级：
  6.1(a)
• 危险品标志：
  F,N,T
• 安全说明：
  S16,S36/37,S45,S60,S61,S7
• 危险类别码：
  R11,R33,R25,R39/23/24/25,R40,R50/53,R23/24/25
• WGK Germany：
  3
• 包装等级：
  II
• 危险类别：
  6.1(a)

制备方法与用途

用于环境水体检测的外环氧七氯具有重要用途。