Basic Information | Post buying leads | Suppliers | Cas Database |
Name |
Chlorambucil |
EINECS | 206-162-0 |
CAS No. | 305-03-3 | Density | 1.248 g/cm3 |
PSA | 40.54000 | LogP | 3.37790 |
Solubility | <0.01 g/100 mL at 22 °C in water | Melting Point |
65-70 °C |
Formula | C14H19Cl2NO2 | Boiling Point | 460.09 °C at 760 mmHg |
Molecular Weight | 304.216 | Flash Point | 232.054 °C |
Transport Information | UN 2811 6.1/PG 3 | Appearance | beige powder |
Safety | 53-26-45 | Risk Codes | 45-25-36/37/38 |
Molecular Structure | Hazard Symbols | T | |
Synonyms |
Butyricacid, 4-[p-[bis(2-chloroethyl)amino]phenyl]- (8CI);4-[Bis(2-chloroethyl)amino]benzenebutanoic acid;Ambochlorin;Amboclorin;CB 1348;Chloraminophene;Ecloril;Leukeran;Leukeran Tablets;Linfolizin;Linfolysin;Lympholysin;NCI 3088;NSC 3088;g-[p-Di(2-chloroethyl)aminophenyl]butyricacid;Chlorambucil; |
Article Data | 38 |
cycl-isopropylidene malonate
2-(4-(N,N-bis(2-chloroethyl)amino)phenyl)acetaldehyde
chlorambucil
Conditions | Yield |
---|---|
With formic acid; triethylamine at 50 - 95℃; for 5h; Temperature; | 76.9% |
chlorambucil
Conditions | Yield |
---|---|
With formic acid; 1,1,1,3',3',3'-hexafluoro-propanol; water at 80℃; for 2h; Sealed tube; chemoselective reaction; | 54% |
methyl 4-(4-(bis(2-chloroethyl)amino)phenyl)butanoate
chlorambucil
Conditions | Yield |
---|---|
With hydrogenchloride In water at 60℃; for 1h; | 53.1% |
With hydrogenchloride 1.) 60 deg C, 30 min, 2.) reflux, 10 min; Yield given; | |
With hydrogenchloride Heating; |
chlorambucil
Conditions | Yield |
---|---|
With water; sodium hydroxide In water for 12h; Reflux; | 41% |
Conditions | Yield |
---|---|
With acetic acid Erwaermen des Reaktionsprodukts mit POCl3 in Benzol und Erhitzen des erhaltenen Esters mit konz. wss. HCl; |
methyl 4-(4-aminophenyl)butanoate
chlorambucil
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: acetic acid 2: phosphorus oxychloride / toluene / Heating 3: hydrochloric acid / Heating View Scheme | |
Multi-step reaction with 3 steps 1: AcOH / tetrahydrofuran / 48 h / 110 - 120 °C 2: POCl3 / benzene / 1 h / Heating 3: concd. HCl / 1.) 60 deg C, 30 min, 2.) reflux, 10 min View Scheme |
methyl 3-<4-phenyl>butyrate
chlorambucil
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: phosphorus oxychloride / toluene / Heating 2: hydrochloric acid / Heating View Scheme | |
Multi-step reaction with 2 steps 1: POCl3 / benzene / 1 h / Heating 2: concd. HCl / 1.) 60 deg C, 30 min, 2.) reflux, 10 min View Scheme |
methyl 4-(4-nitrophenyl)butanoate
chlorambucil
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: H2 / Pd/C / ethyl acetate 2: AcOH / tetrahydrofuran / 48 h / 110 - 120 °C 3: POCl3 / benzene / 1 h / Heating 4: concd. HCl / 1.) 60 deg C, 30 min, 2.) reflux, 10 min View Scheme |
(3β)-3-hydroxyandrost-5-en-17-one 4-{4-[di(2-chloroethyl)amino]phenyl}butyrate
chlorambucil
Conditions | Yield |
---|---|
With porcine liver esterase; disodium hydrogenphosphate; sodium dihydrogenphosphate; potassium chloride; sodium chloride In ethanol; water at 37℃; for 24h; Enzymatic reaction; |
(3β)-3-hydroxyandrost-5-en-17-one 4-{4-[di(2-chloroethyl)amino]-3-nitrophenyl}butyrate
chlorambucil
Conditions | Yield |
---|---|
With porcine liver esterase; disodium hydrogenphosphate; sodium dihydrogenphosphate; potassium chloride; sodium chloride In ethanol; water at 37℃; for 24h; Enzymatic reaction; |
Name of Substance: Chlorambucil
CAS Registry Number: 305-03-3
Synonyms: 4-(Bis(2-chloroethyl)amino)benzenebutanoic acid ; 4-(Bis(2-chloroethyl)amino)phenylbutyric acid ; 4-(p-(Bis(2-chloroethyl)amino)phenyl)butyric acid ; 4-14-00-01715 (Beilstein Handbook Reference) ; AI3-26083 ; Ambochlorin ; Amboclorin ; BRN 0999011 ; Benzenebutanoic acid, 4-(bis(2-chloroethyl)amino)- ; Butanoic acid, 4-(bis(2-chloroethyl)amino) benzene ; Butyric acid, 4-(p-(bis(2-chloroethyl)amino)phenyl) ; CB 1348 ; CCRIS 126 ; Cb l348 ; Chloorambucol ; Chlorambucil ; Chlorambucilum ; Chlorambucilum [INN-Latin] ; Chloraminophen ; Chloraminophene ; Chlorbutin ; Chlorbutine ; Chlorbutinum ; Chloroambucil ; Chlorobutin ; Chlorobutine ; Clorambucile ; Clorambucile [DCIT] ; Clorambucilo ; Clorambucilo [INN-Spanish] ; EINECS 206-162-0 ; Ecloril ; Elcoril ; Elcorin ; HSDB 3026 ; Kyselina 4-(N,N-bis-(2-chlorethyl)-p-aminofenyl)maselna ; Kyselina 4-(N,N-bis-(2-chlorethyl)-p-aminofenyl)maselna [Czech] ; Leukeran ; Linfolizin ; Linfolysin ; Lympholysin ; N,N-Di-2-chloroethyl-gamma-p-aminophenylbutyric acid ; N,N-Di-2-chloroethyl-gamma-para-aminophenyl butyric acid ; NCI-C03485 ; NSC 3088 ; NSC-3088 ; Phenylbuttersaeure-lost ; Phenylbuttersaeure-lost [German] ; Phenylbutyric acid nitrogen mustard ; RCRA waste number U035 ; UNII-18D0SL7309 ; gamma-(p-Bis(2-chloroethyl)aminophenyl)butyric acid ; gamma-(p-Di(2-chloroethyl)aminophenyl)butyric acid ; gamma-(p-bis(2-chloroethyl)aminophenyl)butyricacid ; p-(N,N-Di-2-chlorethylaminophenyl)butyric acid ; p-(N,N-Di-2-chloroethyl)aminophenyl butyric acid ; p-N,N-Di-(beta-chloroethyl)aminophenyl butyric acid ; para-(Di(2-chloroethyl)aminophenyl)butyric acid ; para-N,N-Di(beta-chloroethyl)aminophenyl butyric acid ; Benzenebutanoic acid, 4-(bis(2-chloroethyl)amino)- ; Butyric acid, 4-(p-bis(2-chloroethyl)aminophenyl)-
IUPAC Name: 4-[4-[bis(2-chloroethyl)amino]phenyl]butanoic acid
Molecular Weight: 304.21216 [g/mol]
Molecular Formula: C14H19Cl2NO2
XLogP3: 1.7
H-Bond Donor: 1
H-Bond Acceptor: 3
Melting Point: 65-70 °C
Surface Tension: 48.7 dyne/cm
Density: 1.248 g/cm3
Flash Point: 232.1 °C Enthalpy of
Vaporization: 75.94 kJ/mol
Boiling Point: 460.1 °C at 760 mmHg
Vapour Pressure: 2.92E-09 mmHg at 25°C
Following is the molecular structure of Chlorambucil (CAS NO.305-03-3) is:
Chlorambucil (CAS NO.305-03-3) has been mainly used in the treatment of chronic lymphocytic leukemia. It has been used for treating some types of non-Hodgkin lymphoma, Waldenström macroglobulinemia, polycythemia vera, trophoblastic neoplasms, and ovarian carcinoma. Also it has been used as an immunosuppressive drug for various autoimmune and inflammatory conditions, such as nephrotic syndrome. Currenttly ,its use is mainly in chronic lymphocytic leukemia, as it is well tolerated by most patients, though chlorambucil has been largely replaced by fludarabine as first-line treatment in younger patients.
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
dog | LDLo | intravenous | 3mg/kg (3mg/kg) | GASTROINTESTINAL: OTHER CHANGES BLOOD: OTHER CHANGES | Cancer Chemotherapy Reports, Part 2. Vol. 2, Pg. 201, 1965. |
man | TDLo | oral | 3571ug/kg (3.571mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | Journal of Toxicology, Clinical Toxicology. Vol. 20, Pg. 361, 1983. |
monkey | LDLo | intravenous | 3mg/kg (3mg/kg) | GASTROINTESTINAL: OTHER CHANGES BLOOD: OTHER CHANGES | Cancer Chemotherapy Reports, Part 2. Vol. 2, Pg. 201, 1965. |
mouse | LD50 | intraperitoneal | 20mg/kg (20mg/kg) | British UK Patent Application. Vol. #2028335, | |
mouse | LD50 | oral | 80mg/kg (80mg/kg) | British UK Patent Application. Vol. #2028335, | |
mouse | LD50 | subcutaneous | 26mg/kg (26mg/kg) | British UK Patent Application. Vol. #2028335, | |
rat | LD50 | intracrebral | > 400ug/kg (0.4mg/kg) | Journal of Pharmacy and Pharmacology. Vol. 18, Pg. 760, 1966. | |
rat | LD50 | intraperitoneal | 14mg/kg (14mg/kg) | Biochemical Pharmacology. Vol. 13, Pg. 969, 1964. | |
rat | LD50 | oral | 76mg/kg (76mg/kg) | Food and Chemical Toxicology. Vol. 22, Pg. 665, 1984. | |
rat | LDLo | subcutaneous | 32mg/kg (32mg/kg) | European Journal of Cancer. Vol. 13, Pg. 873, 1977. | |
women | TDLo | oral | 82600ug/kg (82.6mg/kg) | LUNGS, THORAX, OR RESPIRATION: FIBROSIS (INTERSTITIAL) LUNGS, THORAX, OR RESPIRATION: COUGH LUNGS, THORAX, OR RESPIRATION: DYSPNEA | Cancer Vol. 41, Pg. 455, 1978. |
NTP 10th Report on Carcinogens. IARC Cancer Review: Group 1 IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 , 1987,p. 144.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Human Inadequate Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 9 , 1975,p. 125.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Human Limited Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 26 , 1981,p. 115.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Limited Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 26 , 1981,p. 115.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Sufficient Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 9 , 1975,p. 125.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . EPA Genetic Toxicology Program.
Safty information about Chlorambucil (CAS NO.305-03-3) is:
Confirmed carcinogen producing leukemia. Experimental carcinogenic and neoplastigenic data. Poison by ingestion, intravenous, intraperitoneal, and subcutaneous routes. Human systemic effects by ingestion: convulsions, cough, dyspnea, and interstitial fibrosis. Human reproductive effects by ingestion and possibly other routes: changes in spermatogenesis, menstrual cycle changes or disorders, and teratogenic effects of the fetal urogenital system. Experimental teratogenic and reproductive effects. Human mutation data reported. An anti-neoplastic agent. When heated to decomposition it emits very toxic fumes of Cl− and NOx.
Hazard Codes:
T
Risk Statements:
R45:May cause cancer.
R25 :Toxic if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements:
S53:Avoid exposure - obtain special instructions before use.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RIDADR: UN 2811 6.1/PG 3
WGK Germany: 3
RTECS: ES7525000
HazardClass: 6.1(b)
PackingGroup: III
Chlorambucil (CAS NO.305-03-3) is a white to pale beige crystalline or granular powder with a slight odor. And it is a chemotherapy drug , also it insoluble in water.It is an alkylating agent.