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  • Nelarabine
Name:Nelarabine
CAS No:121032-29-9

PRODUCT DESCRIPTION

【Name】
9H-Purin-2-amine, 9-b-D-arabinofuranosyl-6-methoxy-
【CAS Registry number】
121032-29-9
【Synonyms】
506u
Arranon
GW 506U78
MAY
【Molecular Formula】
C11H15N5O5 (Products with the same molecular formula)
【Molecular Weight】
297.2673
【Inchi】
InChI=1S/C11H15N5O5/c1-20-9-5-8(14-11(12)15-9)16(3-13-5)10-7(19)6(18)4(2-17)21-10/h3-4,6-7,10,17-19H,2H2,1H3,(H2,12,14,15)/t4-,6-,7+,10-/m1/s1
【InChIKey】
IXOXBSCIXZEQEQ-UHTZMRCNSA-N
【Canonical SMILES】
COC1=NC(=NC2=C1N=CN2C3C(C(C(O3)CO)O)O)N
【Isomers smiles】
COC1=NC(=NC2=C1N=CN2[C@H]3[C@H]([C@@H]([C@H](O3)CO)O)O)N
【MOL File】
121032-29-9.mol

Chemical and Physical Properties

【Appearance】
White solid
【Density】
1.98 g/cm3
【Melting Point】
209-217 oC
【Boiling Point】
721 °C at 760 mmHg
【Vapour】
8.06E-22mmHg at 25°C
【Refractive Index】
1.829
【Flash Point】
389.9 °C
【Water】
Slightly soluble in water
【Solubilities】
Slightly soluble to soluble in water
【Computed Properties】
Molecular Weight:297.2673 [g/mol]
Molecular Formula:C11H15N5O5
XLogP3:-0.7
H-Bond Donor:4
H-Bond Acceptor:5
Rotatable Bond Count:3
Tautomer Count:3
Exact Mass:297.107319
MonoIsotopic Mass:297.107319
Topological Polar Surface Area:149
Heavy Atom Count:21
Formal Charge:0
Complexity:377
Isotope Atom Count:0
Defined Atom Stereocenter Count:4
Undefined Atom Stereocenter Count:0
Defined Bond Stereocenter Count:0
Undefined Bond Stereocenter Count:0
Covalently-Bonded Unit Count:1
Feature 3D Acceptor Count:4
Feature 3D Donor Count:4
Feature 3D Cation Count:2
Feature 3D Ring Count:3
Effective Rotor Count:4
Conformer Sampling RMSD:0.6
CID Conformer Count:30

Safety and Handling

【Specification】

The 9H-Purin-2-amine, 9-b-D-arabinofuranosyl-6-methoxy- , with the CAS register number 121032-29-9, has the systematic name of 9-beta-D-arabinofuranosyl-6-methoxy-9H-purin-2-amine . And it also has other names as 2-Amino-9-beta-D-arabinofuranosyl-6-methoxy-9H-purine ; 506U78 ; Nelarabine ; 9-beta-D-Arabinofuranosyl-6-methoxy-9H-purin-2-amine ; UNII-60158CV180 .?

The physical characteristics could be summarized as: (1)ACD/LogP:? -1.48? ; (2)# of Rule of 5 Violations:? 2? ; (3)ACD/LogD (pH 5.5):? -1.53? ; (4)ACD/LogD (pH 7.4):? -1.48? ; (5)ACD/BCF (pH 5.5):? 1? ; (6)ACD/BCF (pH 7.4):? 1? ; (7)ACD/KOC (pH 5.5):? 3.37? ; (8)ACD/KOC (pH 7.4):? 3.71? ; (9)#H bond acceptors:? 10? ; (10)#H bond donors:? 5? ; (11)#Freely Rotating Bonds:? 6? ; (12)Polar Surface Area:? 92.99?? ; (13)Index of Refraction:? 1.829? ; (14)Molar Refractivity:? 65.77 cm3? ; (15)Molar Volume:? 149.8 cm3? ; (16)Polarizability:? 26.07 ×10-24 cm3? ; (17)Surface Tension:? 91.1 dyne/cm? ; (18)Density:? 1.98 g/cm3? ; (19)Flash Point:? 389.9 °C? ; (20)Enthalpy of Vaporization:? 110.58 kJ/mol? ; (21)Boiling Point:? 721 °C at 760 mmHg? ; (22)Vapour Pressure:? 8.06E-22 mmHg at 25°C.

It is a kind of white solid and is slightly soluble in water. This kind of chemical could be used in various ways, such as in the pharmaceutics. For examples, it could be used as the antineoplastic which is used in the treatment of T-cell malignancies [including both T-cell and B-cell lymphomas]. Besides, it is also being the prodrug of ara-G. However, this chemical has some side effect on the nerves. People often has regular fatigue, headaches after one week's use.

In addition, you could refer to the following data information to get the molecular structure:
SMILES:n2c1c(nc(nc1OC)N)n(c2)[C@@H]3O[C@@H]([C@@H](O)[C@@H]3O)CO
InChI:InChI=1/C11H15N5O5/c1-20-9-5-8(14-11(12)15-9)16(3-13-5)10-7(19)6(18)4(2-17)21-10/h3-4,6-7,10,17-19H,2H2,1H3,(H2,12,14,15)/t4-,6-,7+,10-/m1/s1 
InChIKey:IXOXBSCIXZEQEQ-UHTZMRCNBK

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