Name: Glufosfamide
SKU: 132682-98-5

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Basic Information

Molecular Structure:
CAS No.:	132682-98-5
Name:	Glufosfamide
Article Data:	1

Formula:	C₁₀H₂₁Cl₂N₂O₇P
Molecular Weight:	383.166
Synonyms:	D19575;Glucosylifosfamide mustard;Glufosfamide;Glucosylifostamide mustard;(2S,3R,4S,5S,6R)-2-Bis(2-chloroethylamino)phosphoryloxy-6-(hydroxymethyl)oxane-3,4,5-triol;
Density:	1.56 g/cm³
Boiling Point:	569.9 °C at 760 mmHg
Flash Point:	298.5 °C
PSA:	150.32000
LogP:	-0.65040

Synthetic route

: 132683-11-5
C18H29Cl2N2O11P

: 132682-98-5
glufosfamide

Conditions

Conditions	Yield
Stage #1: C18H29Cl2N2O11P With methanol; sodium methylate at 0 - 20℃; for 0.5h; Stage #2:	89%

: 132682-98-5
glufosfamide

A: 31645-39-3
ifosfamide mustard

B: N-(2-chloroethyl)-N'-(aziridinyl) ifosfamide mustard

C: C4H12ClN2O3P

D: dihydroxyIPM

Conditions

Conditions	Yield
With cacodylate buffer at 37℃; pH=7.4; Product distribution;

...Expand

: 108-24-7
acetic anhydride

: 132682-98-5
glufosfamide

: 132683-11-5
C18H29Cl2N2O11P

Conditions

Conditions	Yield
With pyridine at 20℃; for 1h; Product distribution / selectivity;

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Specification

The IUPAC name of Glufosfamide is (2S,3R,4S,5S,6R)-2-bis(2-chloroethylamino)phosphoryloxy-6-(hydroxymethyl)oxane-3,4,5-triol. With the CAS registry number 132682-98-5, it is also named as Glucosylifostamide mustard. In addition, its molecular formula is C₁₀H₂₁Cl₂N₂O₇P and molecular weight is 383.16.

The other characteristics of Glufosfamide can be summarized as: (1)ACD/LogP: -1.07; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): -1.07; (4)ACD/LogD (pH 7.4): -1.07; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 6.2; (8)ACD/KOC (pH 7.4): 6.2; (9)#H bond acceptors: 9; (10)#H bond donors: 6; (11)#Freely Rotating Bonds: 11; (12)Polar Surface Area: 88.74 Å²; (13)Index of Refraction: 1.563; (14)Molar Refractivity: 79.52 cm³; (15)Molar Volume: 244.7 cm³; (16)Polarizability: 31.52×10^-24cm³; (17)Surface Tension: 68.9 dyne/cm; (18)Density: 1.56 g/cm³; (19)Flash Point: 298.5 °C; (20)Enthalpy of Vaporization: 98.2 kJ/mol; (21)Boiling Point: 569.9 °C at 760 mmHg; (22)Vapour Pressure: 2.31E-15 mmHg at 25 °C.

People can use the following data to convert to the molecule structure.
(1)SMILES: O=P(O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)CO)(NCCCl)NCCCl
(2)InChI: InChI=1/C10H21Cl2N2O7P/c11-1-3-13-22(19,14-4-2-12)21-10-9(18)8(17)7(16)6(5-15)20-10/h6-10,15-18H,1-5H2,(H2,13,14,19)/t6-,7-,8+,9-,10+/m1/s1
(3)InChIKey: PSVUJBVBCOISSP-SPFKKGSWBL
(4)Std. InChI: InChI=1S/C10H21Cl2N2O7P/c11-1-3-13-22(19,14-4-2-12)21-10-9(18)8(17)7(16)6(5-15)20-10/h6-10,15-18H,1-5H2,(H2,13,14,19)/t6-,7-,8+,9-,10+/m1/s1
(5)Std. InChIKey: PSVUJBVBCOISSP-SPFKKGSWSA-N