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pd_meltingpoint:>250 °C dec
Appearance:White crystalline granular, odorless
Purity:99%
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An antineoplastic
(2R,3R,5R)-5-(4-benzamido-2-oxopyrimidin-1(2H)-yl)-2-((benzoyloxy)methyl)-4,4-difluorotetrahydrofuran-3-yl benzoate
gemcitabine hydrochloride
| Conditions | Yield |
|---|---|
|
(2R,3R,5R)-5-(4-benzamido-2-oxopyrimidin-1(2H)-yl)-2-((benzoyloxy)methyl)-4,4-difluorotetrahydrofuran-3-yl benzoate;
With
ammonia;
In
methanol;
at 20 ℃;
for 6h;
Inert atmosphere;
With
hydrogenchloride;
In
water; isopropyl alcohol;
at 20 ℃;
pH=2;
Heating;
|
90% |
|
With
sodium methylate;
In
methanol;
at 20 ℃;
for 4h;
Reagent/catalyst;
|
90% |
|
(2R,3R,5R)-5-(4-benzamido-2-oxopyrimidin-1(2H)-yl)-2-((benzoyloxy)methyl)-4,4-difluorotetrahydrofuran-3-yl benzoate;
With
ammonium hydroxide;
In
methanol;
at 20 ℃;
for 16h;
With
hydrogenchloride;
In
water; isopropyl alcohol;
at 20 ℃;
|
78% |
3',5'-di-O-benzoyl-β-2'-deoxy-2',2'-difluorocytidine
gemcitabine hydrochloride
| Conditions | Yield |
|---|---|
|
3',5'-di-O-benzoyl-β-2'-deoxy-2',2'-difluorocytidine;
With
ammonium hydroxide; water;
In
methanol;
for 6h;
Reflux;
With
hydrogenchloride;
In
methanol; water;
at 20 ℃;
for 12h;
pH=3;
|
85% |
The CAS number of Gemcitabine hydrochloride is 122111-03-9.
More information of Gemcitabine hydrochloride 122111-03-9 are:
|
CAS Number |
122111-03-9 |
|
Density |
== |
|
Melting Point |
>250 °C dec |
|
Boiling Point |
482.7 °C at 760 mmHg |
|
Flash Point |
245.7 °C |
|
Vapor Pressure |
2.41E-11mmHg at 25°C |
|
HS CODE |
29420000 |
|
PSA |
110.60000 |
|
LogP |
0.09460 |
Synonyms for Gemcitabine hydrochloride 122111-03-9:Gemcitabine HCl;2',2'-Difluorodeoxycytidine monohydrochloride;2'-Deoxy-2',2'-difluorocytidine monohydrochloride;2'-Deoxy-2',2'-difluorocytidine monohydrochloride (beta-isomer);
The chemical formula of Gemcitabine hydrochloride is C9H11F2N3O4.HCl which containing 9 Carbon atoms,12 Hydrogen atoms,2 Fluorine atoms,3 Nitrogen atoms,1 Oxygen atoms and 1 Chlorine atoms,and the molecular weight of Gemcitabine hydrochloride is 299.662.
Gemcitabine is a novel nucleoside analog that was launched in 1995 in the Netherlands for the treatment of non-small cell lung cancer (nsclc) and in Sweden for pancreatic cancer. Gemcitabine is a prodrug which is phosphorylated intracellularly by deoxycytadine kinase to its active forms, the di- and triphosphates which bind to DNA competitively. This insertion inhibits processes required for DNA synthesis and metabolism, the essential function for both cell replication and repair. Furthermore, gemcitabine displays an extraordinary array of self-potentiating mechanisms that increase the concentration and prolong the retention of its active nucleotides in tumor cells. The title compound has shown activity against a wide spectrum of human solid tumors including colon, mammary, breast, bladder cancers. Synergistic activity of gemcitabine with other anticancer agents such as cisplatin has been reported.
InChI:InChI=1/C9H11F2N3O4.ClH/c10-9(11)6(16)4(3-15)18-7(9)14-2-1-5(12)13-8(14)17;/h1-2,4,6-7,15-16H,3H2,(H2,12,13,17);1H
Relevant articles related to Gemcitabine hydrochloride:
|
Article |
Source |
|
An improved preparation process for gemcitabine |
Jiang, Xiangrui,Li, Jianfeng,Zhang, Rongxia,Zhu, Yi,Shen, Jingshan , p. 888 - 891 (2008) |
|
Preparation method of cytidine |
- Paragraph 0123-0128, (2019/12/10) |
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