Product Description Content Determination Distinguish Adverse reactions and side effects Uses
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Gemcitabine hydrochloride

Product Description Content Determination Distinguish Adverse reactions and side effects Uses
Product Name
Gemcitabine hydrochloride
CAS No.
122111-03-9
Chemical Name
Gemcitabine hydrochloride
Synonyms
GEMCITABINE HCL;gemzar;Gecitabine;4-amino-1-[3,3-difluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-1h-pyrimidin-2-one hydrochloride;DFDC;DDFC;DFDCYD;GeMsar;T11YSY;ly188011
CBNumber
CB7232767
Molecular Formula
C9H11F2N3O4.ClH
Formula Weight
299.66
MOL File
122111-03-9.mol
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Gemcitabine hydrochloride Property

Melting point:
>250°C dec.
alpha 
D +48°; 365 +257.9° (c = 1.0 in deuterated water)
storage temp. 
2-8°C
solubility 
H2O: ≥10mg/mL
form 
White powder
color 
White
λmax
268nm(H2O)(lit.)
Merck 
14,4386
Stability:
Stable for 1 year from date of purchase as supplied. Solutions in DMSO or distilled water may be stored at -20° for up to 1 month.
CAS DataBase Reference
122111-03-9(CAS DataBase Reference)
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Safety

Hazard Codes 
Xn,Xi
Risk Statements 
21-36/38-46-62-63
Safety Statements 
25-26-36/37-53
WGK Germany 
3
RTECS 
HA3840000
HS Code 
29420000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H360May damage fertility or the unborn child

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P308+P313IF exposed or concerned: Get medical advice/attention.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
G6423
Product name
Gemcitabine hydrochloride
Purity
≥98% (HPLC)
Packaging
10mg
Price
$79.5
Updated
2024/03/01
Sigma-Aldrich
Product number
PHR2582
Product name
Gemcitabine hydrochloride
Purity
Pharmaceutical Secondary Standard; Certified Reference Material, certified reference material, pharmaceutical secondary standard, pkg of 50?mg
Packaging
50MG
Price
$132
Updated
2024/03/01
Sigma-Aldrich
Product number
5.04594
Product name
Gemcitabine, HCl - CAS 122111-03-9 - Calbiochem
Packaging
50MG
Price
$209
Updated
2024/03/01
Sigma-Aldrich
Product number
1288463
Product name
Gemcitabine hydrochloride
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
200mg
Price
$436
Updated
2024/03/01
TCI Chemical
Product number
G0367
Product name
Gemcitabine Hydrochloride
Purity
>98.0%(HPLC)(N)
Packaging
1g
Price
$522
Updated
2024/03/01
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Gemcitabine hydrochloride Chemical Properties,Usage,Production

Product Description

Gemcitabine hydrochloride is a synthetic novel difluoro nucleoside drug that is anti-metabolic and antineoplastic. It is researched and developed by the Eli Lilly and Company and approved to be listed in South Africa, Sweden, the Netherlands, Australia and other countries in 1995. The United States Food and Drug Administration ( referred FDA) approved it as the first-line therapy for the clinical treatment of non-small cell lung cancer and pancreatic cancer. The main manufacturers of gemcitabine hydrochloride in domestic are Jiangsu Stock hausen Pharmaceutical Co., Ltd., and Harbin, Yu Heng Pharmaceutical company.
Gemcitabine hydrochloride, as a pro-drug, is a good substrate for the acidification of deoxygenation of thymine kinase phosphorus in the cell, and under the action of the enzyme, it can be converted into the following metabolites: gemcitabine mono-phosphate (dFdCMP), gemcitabine diphosphate (dFdCDP) and gemcitabine triphosphate (dFdCTP), among which the latter two are the active products.
In recent years, new drugs such as gemcitabine, paclitaxel, docetaxel, vinorebine are effective drugs for the treatment of non-small cell lung cancer (abbreviated NSCLC). Compared with traditional chemotherapy drugs, these drugs have the advantages of high curative effect and low toxicity.
Gemcitabine hydrochloride is a new generation of anti-metabolites drug and a type of special medicine for cell cycle, playing a major role in DNA synthesis phase, namely S phase of cells. Under certain conditions, this medicine can prevent progression of cells from G1 phase to S phase, and have a strong anti-cancer activity non-small cell lung cancer(NSCLC). Foreign studies have shown that the efficient of the single treatment for NSCLC with gemcitabine hydrochloride only is about 18%~35%, while combined the treatment with cisplatin the efficiency for NSCLC is 41.7%. In advanced NSCLC, effective rate of carboplatin is 16%, which is similar to cisplatin, but has low toxicity, especially for gastrointestinal reactions, bone marrow suppression and the toxic reaction of kidney and nerve ending. In combination with carboplatin, both of them have mutual coordination and additive effect, and can produce higher curative effects.

Content Determination

According to the efficient chromatography (Chinese Pharmacopoeia Edition 2000 Part two Appendix VD) determination.
Chromatography conditions and system suitability test
Use octadecylsilane bonded silica as a filler and ammonium acetate buffer (ammonium acetate 3.85g, add water 800ml to dissolve and glacial acetic acid to adjust the pH to 5.7, adding water to 1000ml)-methanol (90:10) as mobile phase, detecting the wavelength of 268nm. The theoretical plate number calculated according to the peak of gemcitabine hydrochloride should not be less than 2000 and the resolution between the peaks of gemcitabine hydrochloride and cytosine should be greater than 2.0.
Measurements
Take this product about 25mg, weigh it accurately, and put it into a 25ml volumetric flask, dissolved in water and diluted to the scale. Precisely measure this solution 5ml and put the solution into 50ml volumetric flask, diluted with water to the mark. Shake well and use this solution as the test solution. Precisely measure 20μl injection fluid into chromatography and record the chromatograms; Take another appropriate amount of gemcitabine hydrochloride and dry it to constant weight under the temperature of 105℃, using the processed product as the reference. Operate the reference with the same method mentioned above, and calculate it by peak area on the basis of the external standard method.
The above information is edited by the Chemicalbook of Bai Linlin.

Distinguish

1.Take appropriate amount of gemcitabine hydrochloride, make into solution containing the 10μg per ml by adding water and measure it according to the spectrophotometric method (Chinese Pharmacopoeia Edition 2000 Part 2 Appendix Ⅳ A). It has the maximum absorption at the wavelength of 269nm, and the minimum absorption at the wavelength of 249nm.
2.In the chromatogram recorded in content determination, the retention time of the major peak in the test solution should correspond to that in the reference solution.
3.The infrared absorption spectrum should be consistent with the reference standard spectrum.
4.Identification reaction that aqueous solution is chloride. (Chinese Pharmacopoeia Edition 2000 Part two Appendix III)

Adverse reactions and side effects

The effect of bone marrow suppression. Symptoms such as anemia, leucopenia and thrombocytopenia will appear.
Approximately 66% of patients have liver aminotransferase abnormalities, which mostly are mild, non-progressive damage.
About 33% of patients experience nausea and vomiting.
About 50% of patients have the symptoms of mild proteinuria and hematuria. There are some cases of unexplained renal failure.
About 25% of patients have skin rash, 10% patients with itching.
Less than 1% of patients experience bronchial spasms.
Gemcitabine hydrochloride has significant cytotoxic activity on cultured human and mouse tumors, whose antitumor activity is associated with the administration. For example, daily dosing can lead to death of the animal, but the anti-cancer activity is very small; and when giving the drug every 3-4 days at a time, drug dose is non-lethal dose and has good anti-tumor activities on many tumors.

Uses

Suitable for the treatment of inoperable advanced or metastatic pancreatic cancer and the treatment of locally advanced or metastatic non-small cell lung cancer, and the treatment for mid-term and advanced non-small cell lung cancer, non-small cell lung cancer, pancreatic cancer, bladder cancer, breast cancer and other solid tumors.

Description

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.

Chemical Properties

White crystalline granular, odorless

Originator

Lilly (U.S.A.)

Uses

An antineoplastic.

Definition

ChEBI: A 2'-deoxycytidine hydrochloriode having geminal fluoro substituents in the 2'-position. An inhibitor of ribonucleotide reductase, gemcitabine hydrochloride is used in the treatment of various carcinomas, including non-small cell lung cancer, pancreatic ca cer, bladder cancer and breast cancer.

brand name

Gemzar (Lilly).

Biological Activity

Deoxycytidine analog that inhibits DNA synthesis. Metabolized to form gemcitabine triphosphate (dFdCTP) and gemcitabine diphosphate (dFdCDP). dFdCTD inhibits ribonucleotide reductase causing a reduction in cellular nucleotides. dFdCTP is incorporated in DNA resulting in DNA strand termination. Displays antitumor activity in vitro and in vivo .

Biochem/physiol Actions

Gemcitabine is a widely used antitumor agents in both clinics and research labs. It is an antineoplastic agent and antimetabolite.

Veterinary Drugs and Treatments

Very limited clinical use and research performed with this drug to date have demonstrated limited clinical efficacy. However, it potentially may be useful as a radiosensitizer for non-resectable tumors, as part of combination protocols, or as a single agent for tumors not amenable to more accepted therapies. Follow research reports for the most up-to-date information.
In humans, gemcitabine has shown some efficacy in treating pancreatic carcinoma, small-cell lung carcinoma, lymphoma, bladder and other soft tissue carcinomas.

storage

+4°C

References

1) Mini et al. (2006), Cellular Pharmacology of Gemcitabine; Ann. Oncol. 17 v7 2) Heinemann et al. (1995), Gemcitabine: a modulator of intracellular nucleotide and deoxynucleotide metabolism; Semin. Oncol. 22 11 3) Heinemann et al. (1992), Cellular elimination of 2′,2′-difluorodeoxycytidine 5’triphosphate: a mechanism of self-potentiation; Cancer Res. 52 533 4) Pourquier et al. (2002), Gemcitabine (2′,2′-difluoro-2′-deoxycytidine), an antimetabolite that poisons topoisomerase I; Clin.Cancer Res. 8 2499

Gemcitabine hydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

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Gemcitabine hydrochloride Suppliers

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View Lastest Price from Gemcitabine hydrochloride manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
Gemcitabine hydrochloride 122111-03-9
Price
US $0.00/g
Min. Order
100g
Purity
99%
Supply Ability
50kg/month
Release date
2021-07-23
Sinoway Industrial co., ltd.
Product
Gemcitabine Hydrobromide 122111-03-9
Price
US $0.00/KG
Min. Order
2KG
Purity
99%
Supply Ability
20tons
Release date
2021-07-12
Hebei Weibang Biotechnology Co., Ltd
Product
Gemcitabine hydrochloride / Gemcitabine hcl 122111-03-9
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2024-11-19

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