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Basic Information
CAS No.: 520-09-2
Name: 2,6-DIHYDROXY-4-METHYL-5-[BIS(2-CHLOROETHYL)AMINO]PYRIMIDINE
Molecular Structure:
Molecular Structure of 520-09-2 (2,6-DIHYDROXY-4-METHYL-5-[BIS(2-CHLOROETHYL)AMINO]PYRIMIDINE)
Formula: C9H13 Cl2 N3 O2
Molecular Weight: 266.127
Synonyms: Uracil,5-[bis(2-chloroethyl)amino]-6-methyl- (7CI,8CI);2,6-Dihydroxy-4-methyl-5-[bis(2-chloroethyl)amino]pyrimidine; 4-Methyl-5-[bis(b-chloroethyl)amino]uracil;Chloroethylaminouracil; Dopan; ENT 50698; Elderfield pyrimidine mustard; NSC44629
Density: 1.39g/cm3
Boiling Point: °Cat760mmHg
Flash Point: °C
Safety: Poison by ingestion and intraperitoneal routes. Human mutation data reported. When heated to decomposition it emits toxic fumes of Cl− and NOx.
PSA: 68.96000
LogP: 0.65560
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Chemistry

Molecular Structure of Dopan (CAS NO.520-09-2):


IUPAC: 5-[Bis(2-chloroethyl)amino]-6-methyl-1H-pyrimidine-2,4-dione
Molecular Formula:C9H13Cl2N3O2
Molecular Weight:266.12
Density:1.39 g/cm3 
Melting Point:184oC
SMILES:O=C1N/C(=C(/N(CCCl)CCCl)C(=O)N1)C 
InChI:InChI=1/C9H13Cl2N3O2/c1-6-7(8(15)13-9(16)12-6)14(4-2-10)5-3-11/h2-5H2,1H3,(H2,12,13,15,16) 
InChIKey:SDTHIDMOBRXVOQ-UHFFFAOYAR 
Index of Refraction:1.564 
Molar Volume:191.1cm3 
Surface Tension:51.4 dyne/cm 
Molar Refractivity:62.2cm3

Toxicity Data With Reference

1.    

cyt-hmn:leu 2500 µg/L

     TSITAQ    Tsitologiya. Cytology. 15 (1973),1505.
2.    

dni-mus:ast 2 mg/L

     NEOLA4    Neoplasma. 22 (1975),105.
3.    

oms-mus:ast 2 mg/L

     NEOLA4    Neoplasma. 22 (1975),105.
4.    

cyt-mky:kdy 100 mg/L

     TSITAQ    Tsitologiya. Cytology. 15 (1973),1505.
5.    

orl-rat LD50:2400 µg/kg

     BCFAAI    Bollettino Chimico Farmaceutico. 101 (1962),630.
6.    

ipr-mus LDLo:3 mg/kg

     FATOAO    Farmakologiya i Toksikologiya (Moscow). 34 (1971),83.

Safety Profile

Poison by ingestion and intraperitoneal routes. Human mutation data reported. When heated to decomposition it emits toxic fumes of Cl− and NOx.

Specification

 Dopan with cas registry number of 520-09-2 is also known as 2,6-Dihydroxy-4-methyl-5-[bis(2-chloroethyl)amino]pyrimidine ; 5-Di(2-chloroethyl)amino-6-methyluracil ; Chloroethylaminouracil ; Dopan ; Chlorethylaminouracil ; Chloroethylaminouracil dopan ; 5-[Bis(2-chloroethyl)amino]-6-methyl-2,4(1H,3H)-pyrimidinedione ; Elderfield pyrimidine mustard . It is a compound with the appearance of snow-white crystals. It is practically insoluble in water, acetone and benzene. Dopan with cas registry number of 520-09-2 is used as a drug because it has a certain effect in the treatment of chronic myeloid leukemia and lymphatic reticular cell sarcoma .