Home DNA Damage/DNA Repair DNA Methyltransferase inhibitor 5-Azacytidine (5-Aza, Azacitidine)

연구용

5-Azacytidine (5-Aza, Azacitidine) DNA Methyltransferase inhibitor

제품 번호: S1782

Azacitidine (5-Azacytidine, 5-AzaC, Ladakamycin, AZA, 5-Aza, CC-486,NSC 102816) is a nucleoside analogue of cytidine that specifically inhibits DNA methylation by trapping DNA methyltransferases. Azacitidine induces mitochondrial apoptosis and autophagy.
5-Azacytidine (5-Aza, Azacitidine) DNA Methyltransferase inhibitor Chemical Structure

화학 구조

분자량: 244.2

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품질 관리 (Quality Control)

배치: 순도: 99.92%
99.92

함께 자주 사용되는 제품 5-Azacytidine (5-Aza, Azacitidine)

Linifanib (ABT-869)

A cocktail consisting of this compound and Linifanib can turn fibroblasts into epithelial-like cells and activate OCT4.

UNC0379

It inhibits cell growth in PC9/ER and HCC827/ER cells, while UNC0379 has no significant effect on cell growth in these two cell lines.

세포 배양, 처리 및 작업 농도
(Cell Culture, Treatment & Working Concentration)

세포주 분석 유형 농도 배양 시간 제형 활성 설명 PMID
Raji  Growth Inhibition Assay 0.1-50 μM 12-72 h inhibits cell growth in a dose dependent manner 26133246
Jurkat  Growth Inhibition Assay 0.1-50 μM 12-72 h inhibits cell growth in a dose dependent manner 26133246
CA46 Function Assay 20 µM 48 h increases PTPL1 mRNA expression 26133246
Raji  Function Assay 15 µM 48 h increases PTPL1 mRNA expression 26133246
Jurkat  Function Assay 3.5 µM 48 h increases PTPL1 mRNA expression 26133246
MDA-MB-231 Function Assay 1/2.5/5 μM 48 h decreases the PTPN12 expression at the concerntration of 5 μM 48 h 25817229
MDA-MB-231 Function Assay 1/2.5/5 μM 48 h increases the levels of E-cadherin mRNA at the concerntration of 2.5 μMfor 48 h 25817229
MDA-MB-231 Function Assay 1/2.5/5 μM 24/48 h induces significant PARP cleavage after 48 h 25817229
MCF-7 Function Assay 1/2.5/5 μM 24/48 h increases PARP cleavage  25817229
MDA-MB-231  Function Assay 1/2.5/5 μM 24/48 h increases the expression of miRNA-124 at the concerntration of 5 μM 25817229
A498 Function Assay 10 µM 72 h induces the ADAMTS18 gene expression 25569086
CaKI-2 Function Assay 10 µM 72 h induces the ADAMTS18 gene expression 25569086
Ketr-3 Function Assay 10 µM 72 h induces the ADAMTS18 gene expression 25569086
A253 Function Assay 10 µM 0-4 d increases the mRNA expression level of the M3R after 24 h 25485536
A253 Function Assay 10 µM 72 h increases the expression level of the M3R in both membrane and cytosolic preparations 25485536
A253 Function Assay 10 µM 0-4 d reduces the 5-methylcytosine content 25485536
PC3 Function Assay 0.2 μM  4 d increases the gene expression of IGFBP7, SFRP1 and SLC6A15 combined with GSK126 25477340
MCF7 Function Assay 0.3 μM  4 d increases the gene expression of IGFBP7, SFRP1 and SLC6A15 combined with GSK126 25477340
PC3 Growth Inhibition Assay 0.2 μM  4 d decreases the cell growth to 20.3% combined with GSK126 25477340
MCF7 Growth Inhibition Assay 0.3 μM  4 d decreases the cell growth 24.8% combined with GSK126 25477340
BGC-823 Function Assay 5 μM 72 h decreases the PRL-3 protein level signifcantly 25475733
MKN28 Function Assay 5 μM 72 h decreases the PRL-3 protein level signifcantly 25475733
SGC-7901 Function Assay 5 μM 72 h decreases the PRL-3 protein level signifcantly 25475733
MKN45 Function Assay 5 μM 72 h decreases the PRL-3 protein level signifcantly 25475733
BGC-823 Function Assay 5 μM 72 h decreases the mRNA expression of PRL-3 significantly 25475733
MKN28 Function Assay 5 μM 72 h decreases the mRNA expression of PRL-3 significantly 25475733
SGC-7901 Function Assay 5 μM 72 h decreases the mRNA expression of PRL-3 significantly 25475733
MKN45 Function Assay 5 μM 72 h decreases the mRNA expression of PRL-3 significantly 25475733
HREC Function Assay 5/10 μM 48 h induces PEDF in a dose-dependent manner 25352747
HRPE Function Assay 5/10 μM 48 h induces PEDF in a dose-dependent manner 25352747
HREC Function Assay 5/10 μM 48 h down-regulates of VEGF, ICAM-1 (not protein level in HRPE cells), IL-1β dose-dependently 25352747
HRPE Function Assay 5/10 μM 48 h down-regulates of VEGF, IL-1β, and MMP2 dose-dependently 25352747
MSCs Function Assay 10 μM 24 h promotes the commitment of MSCs to myocardial differentiation 25351395
HL-60 Function Assay 5 μM 72 h DMSO significantly upregulates ZNF382 expression 25319049
MV4-11 Function Assay 5 μM 72 h DMSO significantly upregulates ZNF382 expression 25319049
A2780 Function Assay 5 µM  7 d increases DNA methylation level 25299694
CP70 Function Assay 5 µM  7 d increases DNA methylation level 25299694
A2780 Function Assay 5 µM  7 d weakens the level of methylation 25299694
CP70 Function Assay 5 µM  7 d weakens the level of methylation 25299694
OCM3 Growth Inhibition Assay 0.5/1/2 μM 7 d DMSO inhibits cell growth in a dose dependent manner 25146981
92.1 Growth Inhibition Assay 0.5/1/2 μM 7 d DMSO inhibits cell growth in a dose dependent manner 25146981
OCM1 Growth Inhibition Assay 0.5/1/2 μM 7 d DMSO inhibits cell growth in a dose dependent manner 25146981
OMM1 Growth Inhibition Assay 0.5/1/2 μM 7 d DMSO inhibits cell growth in a dose dependent manner 25146981
Mel 285 Growth Inhibition Assay 0.5/1/2 μM 7 d DMSO inhibits cell growth in a dose dependent manner 25146981
Mel 290 Growth Inhibition Assay 0.5/1/2 μM 7 d DMSO inhibits cell growth in a dose dependent manner 25146981
OCM3 Function Assay 0.5/1 μM 48 h DMSO decreases clonogenicity dose-dependently 25146981
92.1 Function Assay 0.5/1 μM 48 h DMSO decreases clonogenicity dose-dependently 25146981
OCM1 Function Assay 0.5/1 μM 48 h DMSO decreases clonogenicity dose-dependently 25146981
OMM1 Function Assay 0.5/1 μM 48 h DMSO decreases clonogenicity dose-dependently 25146981
Mel 285 Function Assay 0.5/1 μM 48 h DMSO decreases clonogenicity dose-dependently 25146981
Mel 290 Function Assay 0.5/1 μM 48 h DMSO decreases clonogenicity dose-dependently 25146981
OCM3 Function Assay 0.5/1 μM 48 h DMSO decreases invasion dose dependently  25146981
Mel 290 Function Assay 0.5/1 μM 48 h DMSO decreases invasion dose dependently  25146981
OMM1 Function Assay 0.5/1 μM 48 h DMSO decreases invasion dose dependently  25146981
OCM1 Cell Viability Assay 0.5/1 μM 5 d DMSO decreases radiation-induced cell viability inhibition 25146981
92.1 Cell Viability Assay 0.5/1 μM 5 d DMSO decreases radiation-induced cell viability inhibition 25146981
OCM1 Function Assay 0.5/1 μM 48 h DMSO causes global DNA hypomethylation at L-1 repeat loci 25146981
OCM3 Function Assay 0.5/1 μM 48 h DMSO causes global DNA hypomethylation at L-1 repeat loci 25146981
92.1 Function Assay 0.5/1 μM 48 h DMSO causes global DNA hypomethylation at L-1 repeat loci 25146981
IMR32 Function Assay 3 μM 72 h DMSO induces p19-INK4d expression significantly 25104850
IMR5-75 Function Assay 3 μM 72 h DMSO induces p19-INK4d expression significantly 25104850
Be(2)-C Function Assay 3 μM 72 h DMSO induces p19-INK4d expression significantly 25104850
Bxpc-3 Growth Inhibition Assay 5/10 μM 24/48/72 h inhibits the proliferation of Bxpc-3 cells in time- and concentration-dependent manners 25061731
Bxpc-3 Apoptosis Assay 5/10 μM 24/48/72 h induces apoptosis in time- and concerntration manners 25061731
Bxpc-3 Function Assay 5/10 μM 24/48/72 h decreases β-catenin expression after 24 h 25061731
Bxpc-3 Function Assay 5/10 μM 24/48/72 h decreases cyclinD1 expression at the concerntration of 10 μM 25061731
Bxpc-3 Function Assay 5/10 μM 24/48/72 h down-regulateS c-myc mRNA expression in time- and concentration-dependent manners 25061731
HL-60 Growth Inhibition Assay 1.0 μM 48 h significantly inhibits HL-60 cell growth  25051119
HL-60 Function Assay 1.0 μM 48 h increases p21WAF1/CIP1 and caspase-3 expression  25051119
HL-60 Function Assay 1.0 μM 48 h decreases Bcl-xL expression significantly 25051119
HuTu-80  Function Assay 1/5/10 μM 48/72 h increases the expression of human NPC1L1 mRNA in a dose-dependent manner 24904062
Caco2  Function Assay 10 μM 48 h increases NPC1L1 expression 24904062
HepG2  Function Assay 0-25 μM 24 h decreases subtilisin/kexin type 9 (PCSK9) protein levels dose dependently 24855646
HepG2  Function Assay 0-25 μM 24 h increases low density lipoprotein receptor (LDLR) gene expression  24855646
HepG2  Function Assay 10 μm  0-24 h decreases PCSK9 and HMGCR expression and increases LDLR expression after 6 h 24855646
HepG2  Function Assay 10 μm 24 h promotes cytosolic neutral lipid accumulation independently of exogenous lipoproteins 24855646
HepG2  Function Assay 10 μm 24 h prevents SREBP processing 24855646
HC45  Function Assay 5µM  4 d reduces the methylation levels of WIF1, P16, CXCL14, NKX2–3, CDH1, LAMA1, and CTNNB1 24762809
CNDT2  Function Assay 5µM  4 d reduces the methylation levels of WIF1, P16, CXCL14, NKX2–3, CDH1, LAMA1, and CTNNB1 24762809
CNDT2  Function Assay 5µM  4 d increases gene expression of WIF1, P16, CDH1, LAMA1, and CTNNB1 24762809
T-cells Growth Inhibition Assay 5/20 μM 0-48 h inhibits cell growth in a dose dependent manner 24757283
CD3+ T-cells Function Assay 5/20 μM 48 h upregulates p15 expression 24757283
CD4+ T-cells Function Assay 5/20 μM 48 h upregulates p15 expression 24757283
CD8+ T-cells Function Assay 5/20 μM 48 h upregulates p15 expression 24757283
CD3+ T-cells Function Assay 5/20 μM 48 h upregulates the expression of FOXP3 24757283
CD4+ T-cells Function Assay 5/20 μM 48 h upregulates the expression of FOXP3 24757283
CD4+ T-cells Function Assay 5/20 μM 48 h reduces TBET1 mRNA expression 24757283
CD4+ T-cells Function Assay 5/20 μM 48 h upregulates the expression of RORγt  24757283
CD4+ T-cells Function Assay 5/20 μM 48 h inhibits memory T-cells 24757283
CD8+ T-cells Function Assay 5/20 μM 48 h inhibits memory T-cells 24757283
CD3+ T-cells Function Assay 5 μM 48 h reduces long-term memory cell phenotype 24757283
U937 Apoptosis Assay 10 μM 72 h induces apoptosis significantly 24680865
HL-60 Apoptosis Assay 10 μM 72 h induces apoptosis significantly 24680865
MCF7 Function Assay 5 μM 48 h  displays selective toxicity toward suspended MCF-7 cells 24633350
MCF7 Function Assay 10 μM 24 h  induces the cleavage of caspase 7 and PARP  24633350
MCF7 Function Assay 0–0.5 μM  7 d inhibits the growth MCF-7 tumorspheres in suspension cultures  24633350
MCF7 Function Assay 0.5 μM  14 d reduces the size of MCF-7 colonies embedded in soft agar 24633350
MCF7 Function Assay 0.05–20 μM 1 d reduces the clonal survival of MCF-7 cells in monolayer cultures 24633350
T47D  Function Assay 0.5 μM 4 d inhibits tumorsphere formation 24633350
MCF7 Function Assay 0.5–10 μM 48 h  inhibits the gap closure in the wound healing assay 24633350
MCF7 Function Assay 0/10 μM 24 h inhibits the activity of MMP9 24633350
MDA-MB-231  Function Assay 0.5–10 μM 36 h inhibits the migration 24633350
SKM1-S Antiproliferative assay 48 hrs Antiproliferative activity against human SKM1-S cells after 48 hrs by XTT assay, IC50 = 0.5 μM. 28094938
SKM1-S Antiproliferative assay 48 hrs Antiproliferative activity against human SKM1-S cells after 48 hrs by DAPI-staining-based flow cytometric method, EC50 = 0.51 μM. 28094938
A427 Antiproliferative assay 96 hrs Antiproliferative activity against human A427 cells after 96 hrs by crystal violet assay, IC50 = 0.63 μM. 18434163
KYSE70 Antiproliferative assay 96 hrs Antiproliferative activity against human KYSE70 cells after 96 hrs by crystal violet assay, IC50 = 1.59 μM. 18434163
5637 Antiproliferative assay 96 hrs Antiproliferative activity against human 5637 cells after 96 hrs by crystal violet assay, IC50 = 1.73 μM. 18434163
HT-29 Antiproliferative assay 96 hrs Antiproliferative activity against human HT-29 cells after 96 hrs by MTT assay, IC50 = 3.8 μM. 2778449
P388 Antiproliferative assay 48 hrs Antiproliferative activity against mouse P388 cells after 48 hrs by MTT assay, IC50 = 5 μM. 2778449
MCF7 Antiproliferative assay 96 hrs Antiproliferative activity against human MCF7 cells after 96 hrs by crystal violet assay, IC50 = 6.78 μM. 18434163
U373-MAGI Antiviral assay 25 to 400 uM 2 to 72 hrs Antiviral activity against VSV-G pseudotyped HIV-1 NL4-3 infected in human U373-MAGI cells assessed as reduction in gag level at 25 to 400 uM after 2 to 72 hrs by qPCR method 27117260
U373-MAGI Antiviral assay 25 to 400 uM 2 to 72 hrs Antiviral activity against VSV-G pseudotyped HIV-1 NL4-3 infected in human U373-MAGI cells assessed as reduction in U5-gag level at 25 to 400 uM after 2 to 72 hrs by qPCR method 27117260
L1210 Cytotoxicity assay Cytotoxicity against mouse L1210 cells assessed as cessation of growth 69026
TC32 qHTS assay qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for TC32 cells 29435139
A673 qHTS assay qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for A673 cells 29435139
BT-37 qHTS assay qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for BT-37 cells 29435139
RD qHTS assay qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for RD cells 29435139
BT-12 qHTS assay qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for BT-12 cells 29435139
NB1643 qHTS assay qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for NB1643 cells 29435139
OHS-50 qHTS assay qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for OHS-50 cells 29435139
SK-N-MC qHTS assay qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for SK-N-MC cells 29435139
SKM1-S Apoptosis assay 1 uM Induction of apoptosis in human SKM1-S cells assessed as caspase 3 cleavage at 1 uM by Western blot method 28094938
MCF7 Function assay 15 uM 72 hrs Inhibition of UHRF1 in human MCF7 cells assessed as decrease in methylation at RAR beta exon at 15 uM after 72 hrs by methylation specific-PCR method 27049577
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화학 정보, 보관 및 안정성 (Chemical Information, Storage & Stability)

분자량 244.2 화학식

C8H12N4O5

 보관 (수령일로부터)
CAS 번호 320-67-2 SDF 다운로드 원액 보관

동의어 5-AzaC,Ladakamycin, AZA,5-Aza, CC-486,NSC 102816,5-Azacytidine Smiles C1=NC(=NC(=O)N1C2C(C(C(O2)CO)O)O)N

용해도 (Solubility)

In vitro
배치:

DMSO : 48 mg/mL (196.56 mM)
(수분으로 오염된 DMSO는 용해도를 감소시킬 수 있습니다. 신선하고 무수 DMSO를 사용하십시오.)

Water : Insoluble

Ethanol : Insoluble

몰농도 계산기

질량 농도 부피 분자량
희석 계산기 분자량 계산기

In vivo
배치:

생체 내 제형 계산기 (투명한 용액)

1단계: 아래 정보 입력 (권장: 실험 중 손실을 고려하여 추가 동물 포함)

mg/kg g μL

2단계: 생체 내 제형 입력 (이것은 계산기일 뿐 제형이 아닙니다. 용해도 섹션에 생체 내 제형이 없는 경우 먼저 당사에 문의하십시오.)

% DMSO % % Tween 80 % ddH2O
%DMSO %

계산 결과:

작업 농도: mg/ml;

DMSO 원액 준비 방법: mg 약물 사전 용해 μL DMSO ( 원액 농도 mg/mL, 농도가 해당 약물 배치의 DMSO 용해도를 초과하는 경우 먼저 당사에 문의하십시오. )

생체 내 제형 준비 방법: 취하다 μL DMSO 원액, 다음 추가μL PEG300, 혼합하고 투명하게 한 다음 추가μL Tween 80, 혼합하고 투명하게 한 다음 추가 μL ddH2O, 혼합하고 투명하게 합니다.

생체 내 제형 준비 방법: 취하다 μL DMSO 원액, 다음 추가 μL 옥수수 기름, 혼합하고 투명하게 합니다.

참고: 1. 다음 용매를 추가하기 전에 액체가 투명한지 확인하십시오.
2. 용매를 순서대로 추가해야 합니다. 다음 용매를 추가하기 전에 이전 추가에서 얻은 용액이 투명한 용액인지 확인해야 합니다. 와동, 초음파 또는 뜨거운 물 중탕과 같은 물리적 방법을 사용하여 용해를 도울 수 있습니다.

작용 메커니즘 (Mechanism of Action)

Targets/IC50/Ki
DNA methyltransferase
(Cell-free assay)
시험관 내(In vitro)

Azacitidine (5-Azacytidine) is widely used to demonstrate the correlation between loss of methylation in specifc gene regions and activation of the associated genes. After incorporation into DNA, it inhibits DNA methyltransferase noncompetitively, causing a block in cytosine methylation in newly replicated DNA but not in resting, nondividing cells. This compound induces differentiation of Friend Erythroleukemia Cell C3H10T1/2 with myotube formation. It can be activated to the nucleoside triphosphate and incorporate into both DNA and RNA, leading to inhibition of DNA, RNA and protein synthesis in normal eukaryotic cells and in cancer cell lines, which could finally leads to cell death. Azacitidine also inhibits the incorporation of purine metabolites into macromolecules. It inhibits the L1210 cells growth with IC50 and of 0.019 μg/mL.

생체 내(In vivo)

Azacitidine (5-Azacytidine) inhibits polynucleotide synthesis in leukemic BDF1 mice. At a dose of 3 mg/kg (i.p.), it increases the mean survival time in leukemic BDF1 mice inoculated with Ll210 ascites tumor cells. This compound markedly suppresses all enzyme activity in the polyamine-biosynthetic pathway, including ornithine decarboxylase activity, putrescine-dependent S-adenosyl-L-methionine decarboxylase activity, and spermidine-dependent S-adenosyl-L-methionine decarboxylase activity. It also inhibits the accumulations of polyamines in leukemic mice.

참조
  • [4] https://pubmed.ncbi.nlm.nih.gov/4118428/

적용 분야 (Applications)

방법 바이오마커 이미지 PMID
Western blot DNMT1 c-PARP / p-H2AX / H2AX
S1782-WB1
28210112
Immunofluorescence HMGB1
S1782-IF1
29097772
Growth inhibition assay Cell viability
S1782-viability1
28210112

임상시험 정보 (Clinical Trial Information)

(데이터 출처 https://clinicaltrials.gov, 업데이트 날짜 2024-05-22)

NCT 번호 모집 조건 스폰서/협력자 시작일 단계
NCT06372717 Not yet recruiting
Acute Myeloid Leukemia Refractory|Myelodysplastic Syndrome Acute Myeloid Leukemia|Myelodysplastic Syndrome With Excess Blasts|Acute Myeloid Leukemia in Relapse
Apollo Therapeutics Ltd
 April 2024 Phase 1|Phase 2
NCT06263387 Not yet recruiting
AML Adult
French Innovative Leukemia Organisation|Acute Leukemia French Association
 April 29 2024 --
NCT06159491 Not yet recruiting
Chronic Myelomonocytic Leukemia
Douglas Tremblay|Sobi Inc.|Icahn School of Medicine at Mount Sinai
 January 2 2024 Phase 1|Phase 2
NCT06022003 Recruiting
AML Adult|Refractory AML|Relapsed Adult AML|FLT3-TKD Mutation|FLT3-ITD
French Innovative Leukemia Organisation|Acute Leukemia French Association
 January 13 2024 Phase 2
NCT06014489 Recruiting
AML Adult
Stichting Hemato-Oncologie voor Volwassenen Nederland
 January 17 2024 Phase 2

자주 묻는 질문 (Frequently Asked Questions)

질문 1:
Is the vehicle (30% Propylene glycol, 5% Tween 80, 65% D5W) for it (Catalog No.S1782) safe for subcutaneous dosing?

답변:
S1782 in 30% Propylene glycol+5% Tween 80+65% D5W at 30mg/ml is a suspension. If you are going to administrate this compound for oral gavage, it is fine. But if you administrate it via injection, you need a clear solution and it can be dissolved in 5% DMSO+30% PEG 300+ddH2O at 10mg/ml clearly.