Determine the necessary mass, volume, or concentration for preparing a solution.
Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
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SKU | Size | Availability | Price | Qty |
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A100625-50mg | 50mg | In stock | $9.90 | |
A100625-250mg | 250mg | In stock | $18.90 | |
A100625-1g | 1g | In stock | $58.90 | |
A100625-5g | 5g | In stock | $229.90 | |
A100625-25g | 25g | In stock | $1,034.90 |
Potent DNMT1 inhibitor. Induces DNA hypomethylation.
Synonyms | 5-aza-CR | NCGC00090851-04 | 4-Amino-1-beta-D-ribofuranosyl-s-triazin-2(1H)-one | Azacitidina (INN-Spanish) | AZACITIDINE [HSDB] | NCI-C01569 | UNII-M801H13NRU | 1,3,5-Triazin-2(1H)-one, 4-amino-1-beta-D-ribofuranosyl- | Azacitidinum (INN-Latin) | BCBcMAP |
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Specifications & Purity | Moligand™, ≥98% |
Biochemical and Physiological Mechanisms | Potent DNA methyltransferase 1 (DNMT1) inhibitor (IC 50 = 0.2 μM). Incorporated into DNA, inhibits DNMT1 activity to induce DNA hypomethylation. Interferes with protein synthesis. Shows anti-metabolic and anti-cancer activities in vitro . Active in vivo . |
Storage Temp | Store at -20°C |
Shipped In | Ice chest + Ice pads |
Grade | Moligand™ |
Action Type | INHIBITOR |
Mechanism of action | DNA (cytosine-5)-methyltransferase 1 inhibitor |
Note | Unstable; make up solutions fresh and use immediately. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details. |
ALogP | -2.2 |
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Pubchem Sid | 488180979 |
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Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488180979 |
IUPAC Name | 4-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3,5-triazin-2-one |
INCHI | InChI=1S/C8H12N4O5/c9-7-10-2-12(8(16)11-7)6-5(15)4(14)3(1-13)17-6/h2-6,13-15H,1H2,(H2,9,11,16)/t3-,4-,5-,6-/m1/s1 |
InChi Key | NMUSYJAQQFHJEW-KVTDHHQDSA-N |
Canonical SMILES | C1=NC(=NC(=O)N1C2C(C(C(O2)CO)O)O)N |
Isomeric SMILES | C1=NC(=NC(=O)N1[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O)N |
WGK Germany | 3 |
RTECS | XZ3017500 |
PubChem CID | 9444 |
Molecular Weight | 244.2 |
Beilstein | 620461 |
Reaxy-Rn | 620461 |
DrugBank Ligand | DB00928 |
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PubChem CID | 9444 |
CAS Registry No. | 320-67-2 |
ChEMBL Ligand | CHEMBL1489 |
Wikipedia | Azacitidine |
ChEBI | CHEBI:2038 |
RCSB PDB Ligand | 5AE |
DrugCentral Ligand | 25 |
PubChem SID | 488180979 |
Enter Lot Number to search for COA:
Find and download the COA for your product by matching the lot number on the packaging.
Lot Number | Certificate Type | Date | Item |
---|---|---|---|
F2302726 | Certificate of Analysis | Jan 10, 2023 | A100625 |
F2302721 | Certificate of Analysis | Jan 10, 2023 | A100625 |
F2302720 | Certificate of Analysis | Jan 10, 2023 | A100625 |
F2302719 | Certificate of Analysis | Jan 10, 2023 | A100625 |
F2302718 | Certificate of Analysis | Jan 10, 2023 | A100625 |
F2302717 | Certificate of Analysis | Jan 10, 2023 | A100625 |
F2302716 | Certificate of Analysis | Jan 10, 2023 | A100625 |
F2302714 | Certificate of Analysis | Jan 10, 2023 | A100625 |
K1812067 | Certificate of Analysis | Sep 15, 2022 | A100625 |
F1828085 | Certificate of Analysis | Apr 27, 2022 | A100625 |
C2218077 | Certificate of Analysis | Jan 24, 2022 | A100625 |
C2218075 | Certificate of Analysis | Jan 24, 2022 | A100625 |
C2218073 | Certificate of Analysis | Jan 24, 2022 | A100625 |
C2218072 | Certificate of Analysis | Jan 24, 2022 | A100625 |
B2219237 | Certificate of Analysis | Jan 15, 2022 | A100625 |
B2219236 | Certificate of Analysis | Jan 15, 2022 | A100625 |
B2219233 | Certificate of Analysis | Jan 15, 2022 | A100625 |
Solubility | Soluble in water |
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Sensitivity | heat & light sensitive |
Melt Point(°C) | 228-230°C |
Pictogram(s) | GHS08, GHS07 |
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Signal | Danger |
Hazard Statements | H302:Harmful if swallowed H340:May cause genetic defects H350:May cause cancer |
Precautionary Statements | P280:Wear protective gloves/protective clothing/eye protection/face protection. P405:Store locked up. P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P201:Obtain special instructions before use. P308+P313:IF exposed or concerned: Get medical advice/attention. P281:Use personal protective equipment as required. P403:Store in a well-ventilated place. P270:Do not eat, drink or smoke when using this product. P202:Do not handle until all safety precautions have been read and understood. P330:Rinse mouth. P301+P312:IF SWALLOWED: call a POISON CENTER/doctor/... IF you feel unwell. P203:Obtain, read and follow all safety instructions before use. P318:if exposed or concerned, get medical advice. |
WGK Germany | 3 |
RTECS | XZ3017500 |
Reaxy-Rn | 620461 |
Merck Index | 887 |
1. Gui-Bo Liu, Yong-Xia Cheng, Hua-Min Li, Yong Liu, Li-Xin Sun, Qi Wu, Shang-Fu Guo, Ting-Ting Li, Chuan-Ling Dong, Ge Sun. (2023) Ghrelin promotes cardiomyocyte differentiation of adipose tissue‑derived mesenchymal stem cells by DDX17‑mediated regulation of the SFRP4/Wnt/β‑catenin axis. Molecular Medicine Reports, 28 (3): (1-14). [PMID:37449526] |
2. Jialan Zhang, Yufeng Chen, Shaojin Wang, Yingbao Liu, Li Li, Mengxiang Gao. (2023) Role of histone H3K4 methyltransferase in regulating Monascus pigments production by red light-coupled magnetic field. PHOTOCHEMISTRY AND PHOTOBIOLOGY, [PMID:37032633] |
3. An Yaqian, Yu Zhiqi, Liu Di, Han Lirong, Zhang Xian, Xin Xuelian, Li Cuiping. (2023) HpaII-assisted and linear amplification-enhanced isothermal exponential amplification fluorescent strategy for rapid and sensitive detection of DNA methyltransferase activity. ANALYTICAL AND BIOANALYTICAL CHEMISTRY, 415 (12): (2271-2280). [PMID:36961574] |
4. Shuneng Zhou, Chao Chen, Junfeng Yang, Lirui Liao, Zekun Wang, Dong Wu, Jiaru Chu, Li Wen, Weiping Ding. (2022) On-Demand Maneuvering of Diverse Prodrug Liquids on a Light-Responsive Candle-Soot-Hybridized Lubricant-Infused Slippery Surface for Highly Effective Toxicity Screening. ACS Applied Materials & Interfaces, 14 (28): (31667–31676). [PMID:35791814] |
5. Shanshan Wang, Yan Qin, Qiuyu Wen, Quan Xia, Ruoyu Gu, Sheng Wang, GuanJun Chen, Chao Tan, Chenlin Shen, Shuai Song. (2022) Intestinal microbiota-mediated biotransformations alter the pharmacokinetics of the major metabolites of azathioprine in rats after oral administration. Drug Metabolism and Pharmacokinetics, 45 (100458). [PMID:35569194] |
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5. Chen J et al.. (2019) 5-Aza-CdR Regulates RASSF1A By Inhibiting DNMT1 To Affect Colon Cancer Cell Proliferation, Migration And Apoptosis.. Cancer Manag Res, 11 (9517-9528). [PMID:31807076] |
6. Schwenzer H et al.. (2021) LARP1 isoform expression in human cancer cell lines.. RNA Biol, 18 (2): (237-247). [PMID:32286153] |
7. Fort RS et al.. (2018) Nc886 is epigenetically repressed in prostate cancer and acts as a tumor suppressor through the inhibition of cell growth.. BMC Cancer, 18 (127). [PMID:29394925] |
8. Nam H et al.. (2022) Presenilin 2 N141I mutation induces hyperactive immune response through the epigenetic repression of REV-ERBα.. Nat Commun, 13 (1972). [PMID:35418126] |
9. Alarcón MA et al.. (2020) The Reprimo-Like Gene Is an Epigenetic-Mediated Tumor Suppressor and a Candidate Biomarker for the Non-Invasive Detection of Gastric Cancer.. Int J Mol Sci, 21 (24): [PMID:33322837] |
10. Jacobs AH. (1977) The skin in childhood.. Hosp Pract, 12 (8): (91-112). [PMID:142744] |
11. Gui-Bo Liu, Yong-Xia Cheng, Hua-Min Li, Yong Liu, Li-Xin Sun, Qi Wu, Shang-Fu Guo, Ting-Ting Li, Chuan-Ling Dong, Ge Sun. (2023) Ghrelin promotes cardiomyocyte differentiation of adipose tissue‑derived mesenchymal stem cells by DDX17‑mediated regulation of the SFRP4/Wnt/β‑catenin axis. Molecular Medicine Reports, 28 (3): (1-14). [PMID:37449526] |
12. Jialan Zhang, Yufeng Chen, Shaojin Wang, Yingbao Liu, Li Li, Mengxiang Gao. (2023) Role of histone H3K4 methyltransferase in regulating Monascus pigments production by red light-coupled magnetic field. PHOTOCHEMISTRY AND PHOTOBIOLOGY, [PMID:37032633] |
13. An Yaqian, Yu Zhiqi, Liu Di, Han Lirong, Zhang Xian, Xin Xuelian, Li Cuiping. (2023) HpaII-assisted and linear amplification-enhanced isothermal exponential amplification fluorescent strategy for rapid and sensitive detection of DNA methyltransferase activity. ANALYTICAL AND BIOANALYTICAL CHEMISTRY, 415 (12): (2271-2280). [PMID:36961574] |
14. Shuneng Zhou, Chao Chen, Junfeng Yang, Lirui Liao, Zekun Wang, Dong Wu, Jiaru Chu, Li Wen, Weiping Ding. (2022) On-Demand Maneuvering of Diverse Prodrug Liquids on a Light-Responsive Candle-Soot-Hybridized Lubricant-Infused Slippery Surface for Highly Effective Toxicity Screening. ACS Applied Materials & Interfaces, 14 (28): (31667–31676). [PMID:35791814] |
15. Shanshan Wang, Yan Qin, Qiuyu Wen, Quan Xia, Ruoyu Gu, Sheng Wang, GuanJun Chen, Chao Tan, Chenlin Shen, Shuai Song. (2022) Intestinal microbiota-mediated biotransformations alter the pharmacokinetics of the major metabolites of azathioprine in rats after oral administration. Drug Metabolism and Pharmacokinetics, 45 (100458). [PMID:35569194] |