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50-18-0生产厂家

50-18-0价格

50-18-0

50-18-0结构式
50-18-0结构式
  • 常用中文名:环磷酰胺
  • 常用英文名:Cyclophosphamide
  • CAS号:50-18-0
  • 分子式:C7H15Cl2N2O2P
  • 分子量:261.086
  • 相关类别: 生物化工 抑制剂 免疫抑制剂
  • 发布时间:2018-03-07 08:00:00
  • 更新时间:2024-01-02 18:41:33
  • 【用途一】
    广谱抗肿瘤药,用于治疗白血病及其他肿瘤

化源商城直购

中文名 环磷酰胺
英文名 cyclophosphamide
中文别名 P-[N,N-双(beta-氯乙基)]-1-氧-3-氮-2-磷杂环己烷-P-氧化物
英文别名 ASTA
N,N-Bis(b-chloroethyl)-N',O-propylenephosphoric Acid Ester Diamide
cycloblastin
cyclophosphane
2H-1,3,2-Oxazaphosphorine, 2-[bis(2-chloroethyl)amino]tetrahydro-, 2-oxide
2H-1,3,2-Oxazaphosphorine, 2-(bis(2-chloroethyl)amino)tetrahydro-, 2-oxide
N,N-bis(2-chloroéthyl)-1,3,2-oxazaphosphinan-2-amine-2-oxyde
2-(Bis(2-chloroethyl)amino)tetrahydro-2H-1,3,2-oxazophosphorine 2-oxide
Mitoxan
cytophosphan
B 518
2-[Bis(2-chloroethylamino)]-tetrahydro-2H-1,3,2-oxazaphosphorine-2-oxide
EINECS 200-015-4
N,N-Bis(b-chloroethyl)-N',O-trimethylenephosphoric Acid Ester Diamide
CB 4564
2-(bis(2-chloroethyl)amino)tetrahydro-2H-1,3,2-oxazaphosphorine 2-oxide
Clafen
Cytoxan
Endoxana
N,N-Bis(2-chloroethyl)-1,3,2-oxazaphosphinan-2-amine 2-oxide
Endoxan
UNII:6UXW23996M
Enduxan
2-[Bis(2-chloroethyl)amino]tetrahydro-2H-1,3,2-oxazaphosphorine 2-oxide
Neosar
Genoxal
Cyclophosphamide
2-[Bis(2-chloroethyl)amino]tetrahydro-2H-1,3,2-oxazophosphorine 2-Oxide
2H-1,3,2-Oxazaphosphorin-2-amine, N,N-bis(2-chloroethyl)tetrahydro-, 2-oxide
2H-1,3,2-Oxazaphosphorin-2-amine, N,N-bis(2-chloroethyl)tetrahydro-, 2-oxide (9CI)
(RS)-Cyclophosphamide
Ciclophosphamide
(±)-Cyclophosphamide
2-(bis(2-Chloroethyl)-amino)tetrahydro-2H-1,3,2-oxazaphosphorine 2-oxide
描述 Cyclophosphamide 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
靶点

DNA Alkylator[1]

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.

密度 1.3±0.1 g/cm3
沸点 336.1±52.0 °C at 760 mmHg
熔点 41-45ºC
分子式 C7H15Cl2N2O2P
分子量 261.086
闪点 157.1±30.7 °C
精确质量 260.024811
PSA 51.38000
LogP 0.23
外观性状 白色结晶粉末
蒸汽压 0.0±0.7 mmHg at 25°C
折射率 1.506
储存条件 室温,惰性气体环境
稳定性 Stable, but light sensitive. Incompatible with oxidizing agents.
水溶解性 Soluble. 1-5 g/100 mL at 23 ºC
计算化学

1.疏水参数计算参考值(XlogP):无

2.氢键供体数量:1

3.氢键受体数量:4

4.可旋转化学键数量:5

5.互变异构体数量:2

6.拓扑分子极性表面积:41.6

7.重原子数量:14

8.表面电荷:0

9.复杂度:212

10.同位素原子数量:0

11.确定原子立构中心数量:0

12.不确定原子立构中心数量:1

13.确定化学键立构中心数量:0

14.不确定化学键立构中心数量:0

15.共价键单元数量:1

Name: Cyclophosphamide monohydrate 97% Material Safety Data Sheet
Synonym: N,N-Bis(2-chloroethyl)tetrahydro-2H-1,3,2-oxazaphosphorin-2-amine 2-oxide monohydrate; 2-[Bis(2-chloroethyl)amino]tetrahydro-2H-1,3,2-oxazophosphorine 2-oxide monohydrate; Cancer research tool
CAS: 50-18-0
Section 1 - Chemical Product MSDS Name:Cyclophosphamide monohydrate 97% Material Safety Data Sheet
Synonym:N,N-Bis(2-chloroethyl)tetrahydro-2H-1,3,2-oxazaphosphorin-2-amine 2-oxide monohydrate; 2-[Bis(2-chloroethyl)amino]tetrahydro-2H-1,3,2-oxazophosphorine 2-oxide monohydrate; Cancer research tool

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS
CAS# Chemical Name content EINECS#
50-18-0 Cyclophosphamide monohydrate 97 unlisted
Hazard Symbols: T
Risk Phrases: 25 41 45 46 48/23/24/25 61

Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Toxic if swallowed. Risk of serious damage to eyes. May cause cancer. May cause heritable genetic damage. Toxic : danger of serious damage to health by prolonged exposure through inhalation, contact with skin and if swallowed. May cause harm to the unborn child.
Potential Health Effects
Eye:
Causes severe eye irritation and possible injury.
Skin:
May cause skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. Poison by ingestion.
May cause nausea and vomiting.
Inhalation:
May cause respiratory tract irritation. May be harmful if inhaled.
May cause nausea and possible vomiting.
Chronic:
May cause cancer in humans. May cause reproductive and fetal effects.

Section 4 - FIRST AID MEASURES
Eyes: Immediately flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid immediately.
Skin:
Get medical aid immediately. Immediately flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Get medical aid immediately. Wash mouth out with water.
Inhalation:
Get medical aid immediately. Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen.
Notes to Physician:
Treat symptomatically and supportively.

Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. Will burn if involved in a fire. This material in sufficient quantity and reduced particle size is capable of creating a dust explosion.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or chemical foam.

Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container. Avoid generating dusty conditions. Provide ventilation.

Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Minimize dust generation and accumulation. Do not get in eyes, on skin, or on clothing. Take precautionary measures against static discharges. Do not breathe dust. Use only with adequate ventilation.
Storage:
Store in a cool, dry place. Store in a tightly closed container.
Keep under an argon blanket.

Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 50-18-0: CAS# 6055-19-2: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: white to almost white
Odor: odorless
pH: 4 - 6 (2% aq soln)
Vapor Pressure: 0.000033 HPa @ 20 deg C
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 49 - 53 deg C
Autoignition Temperature: Not available.
Flash Point: > 112 deg C (> 233.60 deg F)
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature: 90 deg C
Solubility in water: 40 g/l water
Specific Gravity/Density:
Molecular Formula: C7H15Cl2N2O2P.H2O
Molecular Weight: 279.09

Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable at room temperature in closed containers under normal storage and handling conditions. Exothermic decomposition at 90C (Method VDI 2263).
Conditions to Avoid:
Dust generation, excess heat.
Incompatibilities with Other Materials:
Strong oxidizing agents, acids, bases.
Hazardous Decomposition Products:
Hydrogen chloride, nitrogen oxides, phosphine, carbon monoxide, oxides of phosphorus, carbon dioxide.
Hazardous Polymerization: Has not been reported.

Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 50-18-0: RP5950000 CAS# 6055-19-2: RP6157750 LD50/LC50:
CAS# 50-18-0: Oral, mouse: LD50 = 137 mg/kg; Oral, rat: LD50 = 100 mg/kg.
CAS# 6055-19-2: Oral, mouse: LD50 = 350 mg/kg; Oral, rat: LD50 = 94 mg/kg.
Primary irritative effect to the eyes: Corrosive, rabbit, OECD 405.
Carcinogenicity:
Cyclophosphamide (anhydrous form) - California: carcinogen, initial date 2/27/87 NTP: Known carcinogen IARC: Group 1 carcinogen Cyclophosphamide monohydrate - California: carcinogen, initial date 2/27/87 IARC: Group 1 carcinogen Other:
See actual entry in RTECS for complete information.

Section 12 - ECOLOGICAL INFORMATION
Other No information available.

Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

Section 14 - TRANSPORT INFORMATION

IATA
Shipping Name: TOXIC SOLID, ORGANIC, N.O.S.*
Hazard Class: 6.1
UN Number: 2811
Packing Group: III
IMO
Shipping Name: TOXIC SOLID, ORGANIC, N.O.S.
Hazard Class: 6.1
UN Number: 2811
Packing Group: III
RID/ADR
Shipping Name: TOXIC SOLID, ORGANIC, N.O.S.
Hazard Class: 6.1
UN Number: 2811
Packing group: III
USA RQ: CAS# 50-18-0: 10 lb final RQ; 4.54 kg final RQ

Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: T
Risk Phrases:
R 45 May cause cancer.
R 46 May cause heritable genetic damage.
R 61 May cause harm to the unborn child.
R 25 Toxic if swallowed.
R 41 Risk of serious damage to eyes.
R 48/23/24/25 Toxic : danger of serious damage to
health by prolonged exposure through inhalation,
contact with skin and if swallowed.
Safety Phrases:
S 53 Avoid exposure - obtain special instructions
before use.
S 15 Keep away from heat.
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 45 In case of accident or if you feel unwell, seek
medical advice immediately (show the label where
possible).
WGK (Water Danger/Protection)
CAS# 50-18-0: No information available.
CAS# 6055-19-2: 3
Canada
CAS# 50-18-0 is listed on Canada's DSL List.
CAS# 50-18-0 is not listed on Canada's Ingredient Disclosure List.
CAS# 6055-19-2 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 50-18-0 is not listed on the TSCA inventory.
It is for research and development use only.
CAS# 6055-19-2 is not listed on the TSCA inventory.
It is for research and development use only.


SECTION 16 - ADDITIONAL INFORMATION
N/A
安全声明 (欧洲) S22-S24/25
危险品运输编码 UN 1851
包装等级 III
危险类别 6.1(b)
海关编码 2924299090

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文献:Angewandte Chemie, , vol. 70, p. 539,543

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文献:Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences, , vol. 52, # 8 p. 943 - 946

~78%

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文献:US2014/66654 A1, ; Paragraph 0039; 0040; 0041; 0042 ;

~0%

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文献:Journal of Medicinal Chemistry, , vol. 24, # 12 p. 1404 - 1408
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%