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环磷酰胺,一水

环磷酰胺,一水用途

Cyclophosphamide hydrate 是一种合成的 DNA Alkylator,在化学上与氮芥类有关,具有抗肿瘤及免疫抑制活性。

环磷酰胺,一水名称

[ CAS 号 ]:
6055-19-2

[ 中文名 ]:
环磷酰胺一水合物

[ 英文名 ]:
Cyclophosphamide (hydrate)

[中文别名 ]:

[英文别名 ]:

CCRIS 7469 {Hydrate}
MFCD00149395
Cytoxan
Cyclophosphamide Monohydrate
EINECS 200-015-4
UNII-8N3DW7272P
CYCLOPHOSPHAMIDE HYDRATE
Endoxon
Cyclophosphamide (hydrate)

环磷酰胺,一水生物活性

[ 描述 ]:

Cyclophosphamide hydrate 是一种合成的 DNA Alkylator,在化学上与氮芥类有关,具有抗肿瘤及免疫抑制活性。

[ 相关类别 ]:

信号通路 >> 细胞周期/DNA损伤 >> DNA烷基化剂/交联剂

研究领域 >> 癌症

[体外研究]

环磷酰胺诱导外膜起泡,导致DNA片段化,如通过游离3'-OH DNA末端的TUNEL染色所揭示的,并诱导9L/P450细胞中半胱天冬酶3和半胱天冬酶7底物PARP的裂解。 Bcl-2表达完全阻断了用活化的环磷酰胺处理的细胞中的启动子半胱天冬酶以及效应子半胱天冬酶3的活化。 Bcl-2抑制细胞毒性作用但不抑制活化的环磷酰胺的细胞抑制作用[1]。环磷酰胺可逆地抑制AChE,IC50为511μM[2]。四氯化碳不会影响环磷酰胺或4-羟基环磷酰胺对培养细胞的直接细胞毒性[3]。

[激酶实验]

用药物处理9L细胞达到每个实验中指出的时间。收集漂浮和附着的细胞，合并，重悬于裂解缓冲液（10mM HEPES缓冲液，pH7.4，含有2mM EDTA，0.1％CHAPS去污剂，5mM DTT，350ng / mL苯甲基磺酰氟，10ng / mL胃蛋白酶抑制剂A， 10ng / mL抑肽酶和20ng / mL亮肽素，并通过三次冻融循环（在干冰异丙醇浴和37℃水浴之间交替）裂解。将裂解物在台式离心机中全速旋转15分钟，并将上清液（细胞提取物）部分转移至新管中。通过在500μL反应缓冲液中于37℃温育1小时（半胱天冬酶3）或3小时（半胱天冬酶9和半胱天冬酶8），测定细胞提取物（20μL）的半胱天冬酶9，半胱天冬酶8和半胱天冬酶3活性（含有50μM半胱天冬酶形式选择性底物的10mM HEPES，pH7.4,2mM EDTA，0.1％CHAPS和5mM DTT：用于半胱天冬酶8的Ac-LETD-AFC; Ac-LEHD-AFC用于半胱天冬酶9;用于半胱天冬酶3的Ac-DEVD-AMC。如下确定每个样品的背景活性。细胞提取物在室温下预孵育15分钟，有或没有半胱天冬酶形式选择性抑制剂：1μMz-LETD-FMK用于半胱天冬酶8,1μMz-LEHD-FMK用于胱天蛋白酶9，和5μLCasputin用于半胱天冬酶3在不存在抑制剂的情况下测量的半胱天冬酶活性除以在抑制剂存在下测量的背景半胱天冬酶活性。从每个测量的活性中减去1的值，使得半胱天冬酶活性为0对应于药物处理的特定半胱天冬酶活性没有增加。使用Shimadzu型号RF-1501分光荧光光度计和制造商的PC-1501测量半胱天冬酶产物的荧光（在395nm处激发并且在525nm处对于AFC基板发射，并且在380nm处激发并且在460nm处对于AMC基板发射）。软件包。

[细胞实验]

将9L / pBabe，9L / Bax和9L / Bcl-2细胞用12,24或50μMMFA处理72小时。在0,24,48和72小时保留在平板上的细胞用冷PBS洗涤两次，然后用结晶紫染色5分钟[1.25g结晶紫溶于含有50mL 37％甲醛和450mL的溶液中[甲醇]。将染色的细胞在自来水中洗涤三次并使板干燥。用70％乙醇从细胞中洗脱污渍，然后在595nm处读取吸光度。然后将每种药物处理的样品（A595）的染色强度绘制为0小时时间点的染色强度的百分比。

[参考文献]

[1]. Schwartz PS, et al. Cyclophosphamide induces caspase 9-dependent apoptosis in 9L tumor cells. Mol Pharmacol. 2001 Dec;60(6):1268-1279.

[2]. al-Jafari AA, et al. Inhibition of human acetylcholinesterase by cyclophosphamide. Toxicology. 1995 Jan 19;96(1):1-6.

[3]. Harris RN, et al. Carbon tetrachloride-induced increase in the antitumor activity of cyclophosphamide in mice: a pharmacokineticstudy. Cancer Chemother Pharmacol. 1984;12(3):167-72.

[相关活性小分子]

环磷酰胺,一水物理化学性质

[ 沸点 ]:
336.1ºC at 760 mmHg

[ 熔点 ]:
49-51 °C(lit.)

[ 分子式 ]:
C₇H₁₇Cl₂N₂O₃P

[ 分子量 ]:
279.101

[ 闪点 ]:
>230 °F

[ 精确质量 ]:
278.035370

[ PSA ]:
60.61000

[ LogP ]:
2.14850

[ 外观性状 ]:
白色至灰白色固体

[ 储存条件 ]:
2-8°C

[ 水溶解性 ]:
40 g/L

环磷酰胺,一水MSDS

详细MSDS(安全技术说明书)

环磷酰胺,一水毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :: RP6157750

CHEMICAL NAME :: 2H-1,3,2-Oxazaphosphorine, tetrahydro-2-(bis(2-chloroethyl)amino)-, 2-oxide, monohydrate

CAS REGISTRY NUMBER :: 6055-19-2

LAST UPDATED :: 199710

DATA ITEMS CITED :: 36

MOLECULAR FORMULA :: C7-H15-Cl2-N2-O2-P.H2-O

MOLECULAR WEIGHT :: 279.13

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 :: 94 mg/kg

TOXIC EFFECTS :: Behavioral - ataxia Kidney, Ureter, Bladder - urine volume increased Blood - hemorrhage

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

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 121 mg/kg

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

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 350 mg/kg

TOXIC EFFECTS :: Behavioral - ataxia Kidney, Ureter, Bladder - urine volume increased Blood - hemorrhage

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

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 275 mg/kg

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

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: 44 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Behavioral - ataxia Gastrointestinal - nausea or vomiting

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

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: 40 mg/kg

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

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

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 130 mg/kg

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

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

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - guinea pig

DOSE/DURATION :: 400 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

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 240 mg/kg/4W-I

TOXIC EFFECTS :: Kidney, Ureter, Bladder - hematuria Blood - changes in leukocyte (WBC) count Related to Chronic Data - death

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 480 mg/kg/8W-I

TOXIC EFFECTS :: Blood - changes in erythrocyte (RBC) count Blood - changes in leukocyte (WBC) count Related to Chronic Data - death

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 480 mg/kg/24D-C

TOXIC EFFECTS :: Liver - changes in liver weight Blood - changes in leukocyte (WBC) count Immunological Including Allergic - decrease in humoral immune response

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: 150 mg/kg/9W-I

TOXIC EFFECTS :: Blood - changes in leukocyte (WBC) count Related to Chronic Data - death

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: 150 mg/kg/4W-I

TOXIC EFFECTS :: Blood - changes in leukocyte (WBC) count Related to Chronic Data - death

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Bird - domestic

DOSE/DURATION :: 60 mg/kg/3D-I

TOXIC EFFECTS :: Endocrine - changes in spleen weight Blood - changes in leukocyte (WBC) count Immunological Including Allergic - decrease in humoral immune response

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intraperitoneal

DOSE :: 40 mg/kg

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

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

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 321 mg/kg

SEX/DURATION :: male 9 week(s) pre-mating

TOXIC EFFECTS :: Reproductive - Fertility - pre-implantation mortality (e.g. reduction in number of implants per female; total number of implants per corpora lutea)

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 88 mg/kg

SEX/DURATION :: male 9 week(s) pre-mating

TOXIC EFFECTS :: Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants)

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intravenous

DOSE :: 27500 ug/kg

SEX/DURATION :: female 7-17 day(s) after conception

TOXIC EFFECTS :: Reproductive - Maternal Effects - ovaries, fallopian tubes Reproductive - Effects on Embryo or Fetus - extra-embryonic structures (e.g., placenta, umbilical cord) Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus)

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intravenous

DOSE :: 27500 ug/kg

SEX/DURATION :: female 7-17 day(s) after conception

TOXIC EFFECTS :: Reproductive - Specific Developmental Abnormalities - Central Nervous System Reproductive - Specific Developmental Abnormalities - musculoskeletal system Reproductive - Specific Developmental Abnormalities - cardiovascular (circulatory) system

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intravenous

DOSE :: 27500 ug/kg

SEX/DURATION :: female 7-17 day(s) after conception

TOXIC EFFECTS :: Reproductive - Effects on Newborn - growth statistics (e.g.%, reduced weight gain) Reproductive - Effects on Newborn - behavioral

TYPE OF TEST :: Micronucleus test

TYPE OF TEST :: Micronucleus test

TYPE OF TEST :: Unscheduled DNA synthesis

TYPE OF TEST :: Micronucleus test

TYPE OF TEST :: Micronucleus test

TYPE OF TEST :: Mutation test systems - not otherwise specified

TYPE OF TEST :: Cytogenetic analysis

TYPE OF TEST :: Sister chromatid exchange

MUTATION DATA

TEST SYSTEM :: Rodent - mouse

DOSE/DURATION :: 100 mg/kg/5D (Continuous)

REFERENCE :: MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 69,149,1980 *** REVIEWS *** IARC Cancer Review:Human Limited Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 9,135,1975 IARC Cancer Review:Animal Sufficient Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 9,135,1975 IARC Cancer Review:Animal Sufficient Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 26,165,1981 IARC Cancer Review:Human Sufficient Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 26,165,1981

环磷酰胺,一水安全信息

[ 符号 ]:

GHS06, GHS08

[ 信号词 ]:
Danger

[ 危害声明 ]:
H301-H350

[ 警示性声明 ]:
P201-P301 + P310 + P330-P308 + P313

[ 个人防护装备 ]:
Eyeshields;Faceshields;full-face particle respirator type N100 (US);Gloves;respirator cartridge type N100 (US);type P1 (EN143) respirator filter;type P3 (EN 143) respirator cartridges

[ 危害码 (欧洲) ]:
T: Toxic;

[ 风险声明 (欧洲) ]:
R25;R36/37/38;R45;R46;R61

[ 安全声明 (欧洲) ]:
S53-S45-S37/39-S26

[ 危险品运输编码 ]:
UN 3464 6.1/PG 3

[ WGK德国 ]:
3

[ RTECS号 ]:
RP6157750

[ 包装等级 ]:
II

[ 危险类别 ]:
6.1

[ 海关编码 ]:
2924299090

环磷酰胺,一水制备

由二乙醇胺经氯化、缩合、环合而得。

环磷酰胺,一水海关

[ 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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