CAS Number305-03-3
SynonymsChlorambucil; EINECS 206-162-0; 4-{4-[Bis(2-chloroethyl)amino]phenyl}butanoic acid; 4-[4-[bis(2-chloroethyl)amino]phenyl]butanoic acid; MFCD00021783; LEUKERAN; 4-(4-[Bis(2-chloroethyl)amino]phenyl)butyric acid 4-[Bis(2-chloroethyl)amino]benzenebutyric acid; Chloroambucil
Molecular FormulaC14H19Cl2NO2
Molecular Weight304.21
Purity99.00%
Density1.2±0.1 g/cm3
Boiling Point460.1±40.0 °C at 760 mmHg
Melting Point64ºC
Appearancepowder
EINECS206-162-0
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 305-03-3 |
| Catalog No. | 2A-9021194 |
| Chinese Name | 苯丁酸氮芥 |
| Synonyms | Chlorambucil; EINECS 206-162-0; 4-{4-[Bis(2-chloroethyl)amino]phenyl}butanoic acid; 4-[4-[bis(2-chloroethyl)amino]phenyl]butanoic acid; MFCD00021783; LEUKERAN; 4-(4-[Bis(2-chloroethyl)amino]phenyl)butyric acid 4-[Bis(2-chloroethyl)amino]benzenebutyric acid; Chloroambucil |
| Molecular Formula | C14H19Cl2NO2 |
| Molecular Weight | 304.21 |
| Purity | 99.00 |
| Density | 1.2±0.1 g/cm3 |
| Boiling Point | 460.1±40.0 °C at 760 mmHg |
| Melting Point | 64ºC |
| Appearance | powder |
| Water Solubility | <0.01 g/100 mL at 22 ºC |
| Storage Condition | The warehouse is ventilated and dry at low tempera |
| Packaging | III |
| Application | Chlorambucil is an alkylating agent with anti-tumor activity. |
| EINECS | 206-162-0 |
| HTC | 2922499990 |
| PubChem ID | 24278287 |
| MDL Number | MFCD00021783 |
| SMILES | OC(=O)CCCc1ccc(cc1)N(CCCl)CCCl |
| InChI | 1S/C14H19Cl2NO2/c15-8-10-17(11-9-16)13-6-4-12(5-7-13)2-1-3-14(18)19/h4-7H,1-3,8-11H2,(H,18,19) |
| InChI Key | JCKYGMPEJWAADB-UHFFFAOYSA-N |
| Beilstein/REAXYS | 999011 |
| NACRES Code | NA.77 |
| UNSPSC | 12352200 |
| Hazard Symbols | 6.1(b) |
| MSDS | msds/21194_1_305_03_3.pdf |
| Bioactivity | Chlorambucil is an alkylating agent with antitumor activity. Related Catalog Signaling Pathways >> Cell Cycle/DNA Damage >> DNA Alkylator/Crosslinker Research Areas >> Cancer Target DNA Alkylator[1] In Vitro Chlorambucil can deprive the function of complementary strands of DNA molecules via alkalization-induced cross interaction, and then inhibits tumor cell proliferation. Chlorambucil (0, 2.5, 5, 10 μM) exhibits slight inhibitory effect on Raji cell apoptosis, but potently increases DR4 and DR5 mRNA expression in Raji cells. Chlorambucil (10 μM) in combination with Tumor necrosis factor (TNF) related apoptosis inducing ligand (TRAIL, 80 ng/ml) has synergistic effect on Raji cell apoptosis and inhibition on proliferation[1]. In Vivo Chlorambucil (0.2 mg/kg, p.o.) in combination with levamisole (5 mg/kg) has enhanced anti-cancer effect on Ehrlich ascites carcinoma which elevates apoptosis of Ehrlich ascites carcinoma and the survival rate of the mice. However, Chlorambucil exhibits adverse effects on the liver and kidneys of mice[2]. Cell Assay Cultured cells at log-growth phase are digested by trypsin into single cell suspension and are seeded into 96-well plate at 1000 per well density. The plate is placed in a 37°C chamber with 5% CO2. After attached growth for 24 h, cells are treated with TRAIL at 0, 20, 40 and 80 ng/mL or Chlorambucil at 0, 2.5, 5 and 10 μM for 48 h. 10 μL CCK-8 reagent is added to each well, followed by incubation at 37°C for 4 h. Absorbance values at 450 nm are then measured by a micro-plate reader. Six parallel samples are performed in each treatment group. Cell proliferation rate (%) = mean value of experimental group/mean value of control group × 100%[1]. Animal Admin Mice[2] Female Swiss mice are divided randomly into five group (20 mice per group). Group 1 is kept as the control group, Group 2 receives intraperitoneal injection of by 2.5 × 106 Ehrlich ascites carcinoma cell, Gropu 3 is treated orally with Chlorambucil 0.2 mg/kg body weight, Group 4 is treated orally with levamisole (5 mg/kg body weight) and Group 5 is treated orally with a combination of Chlorambucil and levamisole each day, using a bent stainless steel stomach tube[2]. References [1]. Guo JX, et al. Synergistic effects of chlorambucil and TRAIL on apoptosis and proliferation of Raji cells. Eur Rev Med Pharmacol Sci. 2017 Oct;21(20):4703-4710. [2]. Salem FS, et al. Biochemical and pathological studies on the effects of levamisole and chlorambucil on Ehrlich ascites carcinoma-bearing mice. Vet Ital. 2011 Jan-Mar;47(1):89-95. Chemical & Physical Properties Density 1.2±0.1 g/cm3 Boiling Point 460.1±40.0 °C at 760 mmHg Melting Point 64ºC Molecular Formula C14H19Cl2NO2 Molecular Weight 304.212 Flash Point 232.1±27.3 °C Exact Mass 303.079285 PSA 40.54000 LogP 3.10 Vapour Pressure 0.0±1.2 mmHg at 25°C Index of Refraction 1.570 InChIKey JCKYGMPEJWAADB-UHFFFAOYSA-N SMILES O=C(O)CCCc1ccc(N(CCCl)CCCl)cc1 Stability Stable, but may be light sensitive. Store cold. Incompatible with strong oxidizing agents. Water Solubility <0.01 g/100 mL at 22 ºC |
| Use of | Chlorambucil is an alkylating agent with antitumor activity. Properties Articles60 Name chlorambucil Synonym More Synonyms Chlorambucil Biological Activity Description Chlorambucil is an alkylating agent with antitumor activity. Related Catalog Signaling Pathways >> Cell Cycle/DNA Damage >> DNA Alkylator/Crosslinker Research Areas >> Cancer DNA Alkylator[1] References [1]. Guo JX, et al. Synergistic effects of chlorambucil and TRAIL on apoptosis and proliferation of Raji cells. Eur Rev Med Pharmacol Sci. 2017 Oct;21(20):4703-4710. [2]. Salem FS, et al. Biochemical and pathological studies on the effects of levamisole and chlorambucil on Ehrlich ascites carcinoma-bearing mice. Vet Ital. 2011 Jan-Mar;47(1):89-95. Chemical & Physical Properties Exact Mass 303.079285 PSA 40.54000 Index of Refraction 1.570 InChIKey JCKYGMPEJWAADB-UHFFFAOYSA-N Stability Stable, but may be light sensitive. Store cold. Incompatible with strong oxidizing agents. |
| Tax Rebate | 9.0% |
| Supervision | A. Customs clearance form for inbound goods B. Customs clearance form for outbound goods |
| Inspection | P. Quarantine of entry animals, plants, and animal and plant products Q. Quarantine of exit animals, plants, and animal and plant products R. Hygiene supervision and inspection of imported food S. Hyg |
| Transport Info | Shipping Name: UN |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Dangerous Regulations for land transport: 2811 International Dangerous Regulations for sea transport: 2811 International Dangerous Regulations for air transport: 2811 14.2 United Nations shipping name European Land Transport Dangerous Regulations: TOXIC SOLID, ORGANIC, N.O.S. (Chlorambucil) IMDG: TOXIC SOLID, ORGANIC, N.O.S. (Chlorambucil) International air transport hazard regulations: Toxic solid, organic, n.o.s. (Chlorambucil) 14.3 Transport hazard categories European Land Transport Danger Regulations: 6.1 International Maritime Transport Danger Regulations: 6.1 International Air Transport Danger Regulations: 6.1 14.4 Package group European Land Transport Danger Regulations: III International Maritime Transport Danger Regulations: III International Air Transport Danger Regulations: III 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available |
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