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13045-94-8

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Basic Information
CAS No.: 13045-94-8
Name: 4-[bis(2-chloroethyl)amino]-D-phenylalanine
Article Data: 1
Molecular Structure:
Molecular Structure of 13045-94-8 (4-[bis(2-chloroethyl)amino]-D-phenylalanine)
Formula: C13H18 Cl2 N2 O2
Molecular Weight: 305.204
Synonyms: Alanine,3-[p-[bis(2-chloroethyl)amino]phenyl]-, D- (8CI); CB 3026; D-Melphalan;D-Phenylalanine mustard; Medphalan; NSC 35051
Density: 1.32g/cm3
Boiling Point: 473.1°C at 760 mmHg
Flash Point: 239.9°C
Safety: A deadly poison by intracerebral route. Questionable carcinogen with experimental tumorigenic data. Mutation data reported. When heated to decomposition it emits toxic fumes of Cl− and NOx.
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Chemistry

Molecule structure of D-Sarcolysine (CAS NO.13045-94-8):

IUPAC Name: 2-Amino-3-[4-[bis(2-chloroethyl)amino]phenyl]propanoic acid 
Molecular Weight: 305.20022 g/mol
Molecular Formula: C13H18Cl2N2O2 
Density: 1.32 g/cm3 
Boiling Point: 473.1 °C at 760 mmHg
Flash Point: 239.9 °C
Index of Refraction: 1.596
Molar Refractivity: 78.77 cm3
Molar Volume: 231.2 cm3
Polarizability: 31.22×10-24 cm3
Surface Tension: 55.2 dyne/cm 
Enthalpy of Vaporization: 77.55 kJ/mol 
Vapour Pressure: 9.33E-10 mmHg at 25 °C
XLogP3: -0.5
H-Bond Donor: 2
H-Bond Acceptor: 4
Rotatable Bond Count: 8
Exact Mass: 304.074533
MonoIsotopic Mass: 304.074533
Topological Polar Surface Area: 66.6
Heavy Atom Count: 19
Complexity: 265
Canonical SMILES: C1=CC(=CC=C1CC(C(=O)O)N)N(CCCl)CCCl
InChI: InChI=1S/C13H18Cl2N2O2/c14-5-7-17(8-6-15)11-3-1-10(2-4-11)9-12(16)13(18)19/h1-4,12H,5-9,16H2,(H,18,19)
InChIKey of D-Sarcolysine (CAS NO.13045-94-8): SGDBTWWWUNNDEQ-UHFFFAOYSA-N

Toxicity Data With Reference

1.    

cyt-dmg-par 10 mmol/L

     JOGNAU    Journal of Genetics. 54 (1956),146.
2.    

sln-dmg-par 8 mmol/L

     GENRA8    Genetical Research. 1 (1960),173.
3.    

ice-rat LD50:113 µg/kg

     JPPMAB    Journal of Pharmacy and Pharmacology. 18 (1966),760.

Consensus Reports

EPA Genetic Toxicology Program.

Safety Profile

A deadly poison by intracerebral route. Questionable carcinogen with experimental tumorigenic data. Mutation data reported. When heated to decomposition it emits toxic fumes of Cl− and NOx.

Specification

 D-Sarcolysine (CAS NO.13045-94-8) is also named as (+)-3-(p-(Bis(2-chloroethyl)amino)phenyl)alanine ; (p-Di(2-chloroethyl)amino-D-phenyl)alanine ; 3026 C. B. ; 3026 C.B. ; 4-(Bis(2-chloroethyl)amino)-D-phenylalanine ; CB-3026 ; D-3-(p-(Bis(2-chloroethyl)amino)phenyl)alanine ; D-Alanine, 3-(p-(bis(2-chloroethyl)amino)phenyl)- ; D-Phenylalanine mustard ; D-Sarcolysin ; Medfalan ; Medphalan ; NSC 35051 ; p-Di(2-chloroethyl)amino-d-phenylalanine .