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| CAS No.: | 148-82-3 |
|---|---|
| Name: | Melphalan |
| Article Data: | 13 |
| Molecular Structure: | |
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|
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| Formula: | C13H18Cl2N2O2 |
| Molecular Weight: | 305.204 |
| Synonyms: | L-Phenylalanine, 4-[bis (2-chloroethyl)amino]-;{3-p-[Di(2-chloroethyl)amino]} phenyl-L-alanine;SK-15673;Alanine, 3-[p-[bis (2-chloroethyl)amino]phenyl]-, L-;{3-[p-[Bis(2-chloroethyl)amino]phenyl]-L-alanine}; |
| EINECS: | 205-726-3 |
| Density: | 1.32 g/cm3 |
| Melting Point: | 180 °C |
| Boiling Point: | 473.1 °C at 760 mmHg |
| Flash Point: | 239.9 °C |
| Solubility: | <0.1 g/100 mL at °C in water |
| Appearance: | Crystalline Solid |
| Hazard Symbols: |
 T+
|
| Risk Codes: | 45-46-26/27/28-63 |
| Safety: | 53-22-36/37/39-45 |
| Transport Information: | UN 2811 6.1/PG 2 |
| PSA: | 66.56000 |
| LogP: | 2.62530 |
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Chemistry
Structure of Melphalan (CAS NO.148-82-3):
IUPAC Name: (2S)-2-amino-3-[4-[bis(2-chloroethyl)amino]phenyl]propanoic acid
Empirical Formula: C13H18Cl2N2O2
Molecular Weight: 305.2002
EINECS: 205-726-3
Index of Refraction: 1.596
Molar Refractivity: 78.77 cm3
Molar Volume: 231.2 cm3
Polarizability: 31.22×10-24cm3
Surface Tension: 55.2 dyne/cm
Density: 1.32 g/cm3
Flash Point: 239.9 °C
Enthalpy of Vaporization: 77.55 kJ/mol
Melting Point: ~180 °C
Boiling Point: 473.1 °C at 760 mmHg
Vapour Pressure: 9.33E-10 mmHg at 25°C
Water Solubility: <0.1 g/100 mL at 22 ºC
Physical Appearance: Crystalline Solid
Product Categories: Amino Acids 13C, 2H, 15N;Amino Acids & Derivatives;Intermediates & Fine Chemicals;Pharmaceuticals
Uses
Melphalan (CAS NO.148-82-3) is used to treat multiple myeloma and ovarian cancer, and occasionally malignant melanoma. The agent was first investigated as a possible drug for use in melanoma. It was not found to be effective, but has been found to be effective in the treatment of myeloma.
Toxicity Data With Reference
| 1. | skn-rbt 5 mg/24H rns | TXCYAC Toxicology. 14 (1979),117. | ||
| 2. | skn-rbt 1 pph/24H MLD | NTIS** National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) PB270-483 . | ||
| 3. | mmo-sat 100 µg/plate | ONCODU Revista de Chirurgui, Oncologie, Radiologie, ORL, Oftalmologie, Stomatologie, Seria: Oncologia. 18 (1979),95. | ||
| 4. | dnr-esc 100 µg/disc | CNREA8 Cancer Research. 34 (1974),1658. | ||
| 5. | dnr-esc 100 µg/disc | CNREA8 Cancer Research. 34 (1974),1658. | ||
| 6. | ipr-rat TDLo:70 mg/kg/26W-I:NEO | RRCRBU Recent Results in Cancer Research. 52 (1975),1. | ||
| 7. | orl-hmn TDLo:700 mg/kg/7D:GIT | 34ZIAG Toxicology of Drugs and Chemicals ,Deichmann, W.B.,New York, NY.: Academic Press, Inc.,1969,367. | ||
| 8. | orl-hmn TDLo:1200 µg/kg/5D-I:GIT | CCROBU Cancer Chemotherapy Reports, Part 1. 57 (1973),369. | ||
| 9. | ivn-cld LDLo:4500 mg/kg | NZMJAX New Zealand Medical Journal. 97 (1984),816. | ||
| 10. | ivn-man LDLo:8140 mg/kg | NZMJAX &n |
Consensus Reports
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. 239.(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; Human Limited Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 9 ,1975,p. 167.(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) . NCI Carcinogenesis Studies (ipr); Clear Evidence: mouse, rat RRCRBU Recent Results in Cancer Research. 52 (1975),1. . EPA Genetic Toxicology Program.
Safety Profile
Confirmed human carcinogen producing leukemia and Hodgkin′s disease. Poison by ingestion, intravenous, and intracerebral routes. Human systemic effects by ingestion: nausea, hypermotility, diarrhea, agranulocytosis, thrombocytopenia. Human reproductive effects by ingestion: menstrual changes. Mutation data reported. A skin irritant. Used as a poison gas. When heated to decomposition it emits toxic fumes of Cl− and NOx.
Hazard Codes: 
T+
Risk Statements: 45-46-26/27/28-63
R45:May cause cancer.
R46:May cause heritable genetic damage.
R26/27/28:Very toxic by inhalation, in contact with skin and if swallowed.
R63:Possible risk of harm to the unborn child.
Safety Statements: 53-22-36/37/39-45
S53:Avoid exposure - obtain special instructions before use.
S22:Do not breathe dust.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
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 2
WGK Germany: 3
RTECS: AY3675000
F: 8
HazardClass: 6.1(a)
PackingGroup: II
Specification
Melphalan , its cas register number is 148-82-3. It also can be called 3-(p-(Bis(2-chloroethyl)amino)phenyl)-L-alanine ; 4-(Bis(2-chloroethyl)amino)-L-phenylalanine ; Alanine, 3-(p-(bis(2-chloroethyl)amino)phenyl)-, L- ; L-3-(p-(Bis(2-chloroethyl)amino)phenyl)alanine ; L-3-(para-(Bis(2-chloroethyl)amino)phenyl)alanine ; L-Phenylalanine mustard ; L-Sarcolysin ; Phenylalanine mustard ; Phenylalanine nitrogen mustard ; p-Bis(beta-chloroethyl)aminophenylalanine ; p-Di-(2-chloroethyl)amino-L-phenylalanine ; p-L-Sarcolysin ; p-N-Bis(2-chloroethyl)amino-L-phenylalanine .