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Vinflunine

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Name

Vinflunine

EINECS 1806241-263-5
CAS No. 162652-95-1 Density 1.39 g/cm3
PSA 133.87000 LogP 5.01950
Solubility N/A Melting Point N/A
Formula C45H54F2N4O8 Boiling Point N/A
Molecular Weight 816.943 Flash Point N/A
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 162652-95-1 (Vinflunine) Hazard Symbols N/A
Synonyms

4'-Deoxy-20',20'-difluoro-C'-norvincaleukoblastine;

Article Data 1

Vinflunine Synthetic route

71486-22-1

vinorelbine

162652-95-1

vinflunine

Conditions
ConditionsYield
With tetrachloromethane; hydrogen fluoride; antimony pentafluoride at -40℃;35%
162652-95-1

vinflunine

1007315-28-7

C45H53F2IN4O8

Conditions
ConditionsYield
With N-iodo-succinimide; trifluoroacetic acid In dichloromethane at -15℃; for 1h;94%
104-15-4

toluene-4-sulfonic acid

162652-95-1

vinflunine

vinflunine para-toluene sulfonate

Conditions
ConditionsYield
In ethyl acetate; acetone
65-85-0

benzoic acid

162652-95-1

vinflunine

vinflunine benzoate

Conditions
ConditionsYield
In ethyl acetate
110-17-8

(2E)-but-2-enedioic acid

162652-95-1

vinflunine

1046795-80-5

vinflunine fumarate

Conditions
ConditionsYield
In methanol; acetone
611-71-2

(R)-Mandelic Acid

162652-95-1

vinflunine

1046795-83-8

vinflunine mandelate

Conditions
ConditionsYield
In acetone
79-33-4

L-Lactic acid

162652-95-1

vinflunine

vinflunine lactate

Conditions
ConditionsYield
In acetone
162652-95-1

vinflunine

99-96-7

4-hydroxy-benzoic acid

1046795-84-9

vinflunine para-hydroxy-benzoate

Conditions
ConditionsYield
In acetone
162652-95-1

vinflunine

vinflunine hydrobromide

Conditions
ConditionsYield
With hydrogen bromide In water; acetone
162652-95-1

vinflunine

162809-05-4

vinflunine sulfate

Conditions
ConditionsYield
With sulfuric acid In ethanol; water; acetone

Vinflunine Specification

The IUPAC name of Vinflunine is methyl (2beta,3beta,4beta,5alpha,12beta,19alpha)-4-(acetyloxy)-15-[(4R,6R,8S)-4-(1,1-difluoroethyl)-8-(methoxycarbonyl)-1,3,4,5,6,7,8,9-octahydro-2,6-methanoazecino[4,3-b]indol-8-yl]-3-hydroxy-16-meth oxy-1-methyl-6,7-didehydroaspidospermidine-3-carboxylate. With the CAS registry number 162652-95-1, it is also named as 4'-Deoxy-20',20'-difluoro-8'-norvincaleukoblastine. The product's category is Miscellaneous Natural Products. It is a novel fluorinated Vinca alkaloid undergoing research for the treatment of bladder cancer. In addition, its molecular formula is C45H54F2N4O8 and molecular weight is 816.93.

The other characteristics of Vinflunine can be summarized as: (1)ACD/LogP: 4.12; (2)# of Rule of 5 Violations: 2; (3)#H bond acceptors: 12; (4)#H bond donors: 2; (5)#Freely Rotating Bonds: 11; (6)XLogP3: 4.4; (7)Rotatable Bond Count: 10; (8)Exact Mass: 816.390971; (9)MonoIsotopic Mass: 816.390971; (10)Topological Polar Surface Area: 134; (11)Heavy Atom Count: 59; (12)Complexity: 1720; (13)Polar Surface Area: 112.01 Å2; (14)Index of Refraction: 1.652; (15)Molar Refractivity: 214.79 cm3; (16)Molar Volume: 587 cm3; (17)Polarizability: 85.14×10-24cm3; (18)Surface Tension: 65.7 dyne/cm; (19)Density: 1.39 g/cm3.

People can use the following data to convert to the molecule structure.
(1)SMILES: FC(F)(C)[C@@H]9C[C@H]8CN(Cc2c1ccccc1nc2[C@@](C(=O)OC)(c3c(OC)cc4c(c3)[C@@]67[C@@H](N4C)[C@@](O)(C(=O)OC)[C@H](OC(=O)C)[C@@]5(/C=C\CN([C@@H]56)CC7)CC)C8)C9
(2)InChI: InChI=1/C45H54F2N4O8/c1-8-42-14-11-16-51-17-15-43(36(42)51)30-19-31(34(56-5)20-33(30)49(4)37(43)45(55,40(54)58-7)38(42)59-25(2)52)44(39(53)57-6)21-26-18-27(41(3,46)47)23-50(22-26)24-29-28-12-9-10-13-32(28)48-35(29)44/h9-14,19-20,26-27,36-38,48,55H,8,15-18,21-24H2,1-7H3/t26-,27-,36+,37-,38-,42-,43-,44+,45+/m1/s1
(3)InChIKey: NMDYYWFGPIMTKO-HBVLKOHWBK

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