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Merck

G6423

Gemcitabine hydrochloride

≥98% (HPLC), powder, deoxycytidine analog

Synonym(s):

2′-Deoxy-2′,2′-difluorocytidine; dFdC, Gemzar (Lilly), LY-188011, dFdC, dFdCyd

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About This Item

Empirical Formula (Hill Notation):
C9H11F2N3O4 · HCl
CAS Number:
Molecular Weight:
299.66
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
Storage condition:
desiccated, protect from light
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Product Name

Gemcitabine hydrochloride, ≥98% (HPLC)

Quality Level

assay

≥98% (HPLC)

form

powder

storage condition

desiccated, protect from light

solubility

H2O: ≥10 mg/mL

originator

Eli Lilly

storage temp.

room temp

SMILES string

Cl.NC1=NC(=O)N(C=C1)[C@@H]2O[C@H](CO)[C@@H](O)C2(F)F

InChI

1S/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/t4-,6-,7-;/m1./s1

InChI key

OKKDEIYWILRZIA-OSZBKLCCSA-N

General description

Gemcitabineis a pyrimidine nucleoside analog of deoxycytidine. It exhibits anticancereffects against various cancers.

Application

Gemcitabinehydrochloride has been used as a chemotherapeutic agent to study its effects onthe human pancreatic adenocarcinoma cell lineIt has been used as a chemotherapeutic to study its resistance inpancreatic stellate cells (PSCs)It has also been used to study its effects on patient-derivedxenograft (PDX) organoids.

Biochem/physiol Actions

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

Features and Benefits

This compound is a featured product for Apoptosis research. Click here to discover more featured Apoptosis products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound was developed by Eli Lilly. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.


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pictograms

Health hazard

signalword

Danger

hcodes

Hazard Classifications

Repr. 1B

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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Articles

Cell cycle phases (G1, S, G2, M) regulate cell growth, DNA replication, and division in proliferating cells.

Apoptosis regulation involves multiple pathways and molecules for cellular homeostasis.

증식하는 세포에서 세포 주기는 4단계로 구성됩니다. Gap 1(G1)은 유사분열과 세포 성장을 특징으로 하는 DNA 복제 사이의 기간입니다. DNA 복제는 합성(S)기에 일어나며, 세포 분열을 위한 성장 및 준비를 하는 Gap 2(G2)가 뒤따릅니다. 이 세 단계는 함께 세포주기의 간기 단계를 구성합니다. 간기 이후에 분열(M)기가 뒤따릅니다.

Related Content

세포사멸, 즉 세포예정사(PCD)는 여러 생물학적 시스템에서 불필요하고 감염되거나 변형된 세포를 제거하기 위한 선택적인 과정입니다. 이 과정은 다세포 기관의 항상성에서 역할을 수행하고 있기 때문에, 세포자멸사는 많은 조절 및 효과인자 분자에 의해 두 가지 주요 경로를 통해서 철저하게 조절됩니다.


Bei-Ping Miao et al.
Cellular & molecular immunology, 12(6), 750-756 (2014-12-30)
The prevalence of nasopharyngeal cancer (NPC) is high in the southern area of China and some other districts in the world. The pathogenesis of NPC is unclear. It is reported that some microRNAs (miR) are involved in the progression of
Jun Young Park et al.
Molecular therapy. Nucleic acids, 12, 543-553 (2018-09-10)
Gemcitabine has been considered a first-line chemotherapy agent for the treatment of pancreatic cancer. However, the initial response rate of gemcitabine is low and chemoresistance occurs frequently. Aptamers can be effectively internalized into cancer cells via binding to target molecules
Nikki K Lytle et al.
Cell, 177(3), 572-586 (2019-04-09)
Drug resistance and relapse remain key challenges in pancreatic cancer. Here, we have used RNA sequencing (RNA-seq), chromatin immunoprecipitation (ChIP)-seq, and genome-wide CRISPR analysis to map the molecular dependencies of pancreatic cancer stem cells, highly therapy-resistant cells that preferentially drive tumorigenesis



Global Trade Item Number

SKUGTIN
G6423-10MG04061833639184
G6423-50MG04061833639191