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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G127944-50mg | 50mg | In stock | $35.90 | |
G127944-100mg | 100mg | Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding. | $11.90 | |
G127944-250mg | 250mg | In stock | $18.90 | |
G127944-1g | 1g | Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding. | $56.90 | |
G127944-5g | 5g | In stock | $199.90 | |
G127944-10g | 10g | Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience! | $319.90 | |
G127944-25g | 25g | In stock | $629.90 | |
G127944-100g | 100g | In stock | $1,499.90 |
Cytidine analog. Antimetabolite.
Synonyms | 2'-Deoxy-2',2'-difluorocytidine | 2',2'-Difluorodeoxycytidine |
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Specifications & Purity | Moligand™, ≥99% |
Biochemical and Physiological Mechanisms | Gemcitabine is a widely used antitumor agents in both clinics and research labs. It is an antineoplastic agent and antimetabolite. Gemcitabine is converted intracellularly to the active metabolites difluorodeoxycytidine di- and triphosphate (dFdCDP, dFdCT |
Storage Temp | Store at -20°C |
Shipped In | Ice chest + Ice pads |
Grade | Moligand™ |
Action Type | INHIBITOR |
Mechanism of action | Inhibitor of ribonucleotide reductase catalytic subunit M1;Inhibitor of ribonucleotide reductase regulatory subunit M2 |
Note | Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details. |
Product Description | 2'-Deoxy-2',2'-difluorocytidine is an irreversible inactivator of R1 and R2 (ribonucleoside diphosphate reductase, RDPR) from Escherichia coli. |
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IUPAC Name | 4-amino-1-[(2R,4R,5R)-3,3-difluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one |
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INCHI | InChI=1S/C9H11F2N3O4/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)/t4-,6-,7-/m1/s1 |
InChi Key | SDUQYLNIPVEERB-QPPQHZFASA-N |
Canonical SMILES | C1=CN(C(=O)N=C1N)C2C(C(C(O2)CO)O)(F)F |
Isomeric SMILES | C1=CN(C(=O)N=C1N)[C@H]2C([C@@H]([C@H](O2)CO)O)(F)F |
Alternate CAS | 122111-03-9 |
PubChem CID | 60750 |
Molecular Weight | 263.2 |
DrugBank Ligand | DB00441 |
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Wikipedia | Gemcitabine |
ChEMBL Ligand | CHEMBL888 |
PubChem CID | 60750 |
CAS Registry No. | 95058-81-4 |
RCSB PDB Ligand | GEO |
DrugCentral Ligand | 1283 |
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 |
---|---|---|---|
G2426392 | Certificate of Analysis | Jul 05, 2024 | G127944 |
G2426376 | Certificate of Analysis | Jul 05, 2024 | G127944 |
G2426375 | Certificate of Analysis | Jul 05, 2024 | G127944 |
F2223305 | Certificate of Analysis | May 09, 2024 | G127944 |
F2223277 | Certificate of Analysis | May 09, 2024 | G127944 |
F2223304 | Certificate of Analysis | Apr 03, 2024 | G127944 |
D2412464 | Certificate of Analysis | Mar 28, 2024 | G127944 |
D2412466 | Certificate of Analysis | Mar 28, 2024 | G127944 |
D2412468 | Certificate of Analysis | Mar 28, 2024 | G127944 |
D2412470 | Certificate of Analysis | Mar 28, 2024 | G127944 |
D2412472 | Certificate of Analysis | Mar 28, 2024 | G127944 |
G2408023 | Certificate of Analysis | Mar 28, 2024 | G127944 |
F2419055 | Certificate of Analysis | Mar 28, 2024 | G127944 |
C2421406 | Certificate of Analysis | Mar 11, 2024 | G127944 |
L2318468 | Certificate of Analysis | Dec 01, 2023 | G127944 |
L2318465 | Certificate of Analysis | Dec 01, 2023 | G127944 |
L2318466 | Certificate of Analysis | Dec 01, 2023 | G127944 |
L2318467 | Certificate of Analysis | Dec 01, 2023 | G127944 |
L2106600 | Certificate of Analysis | Sep 19, 2023 | G127944 |
L2106534 | Certificate of Analysis | Sep 19, 2023 | G127944 |
L2106533 | Certificate of Analysis | Sep 19, 2023 | G127944 |
L2106531 | Certificate of Analysis | Sep 19, 2023 | G127944 |
C2130220 | Certificate of Analysis | Jan 13, 2023 | G127944 |
C2130218 | Certificate of Analysis | Jan 13, 2023 | G127944 |
K1819040 | Certificate of Analysis | Jul 18, 2022 | G127944 |
K2327045 | Certificate of Analysis | Jun 01, 2022 | G127944 |
H2316110 | Certificate of Analysis | Jun 01, 2022 | G127944 |
G2311070 | Certificate of Analysis | Jun 01, 2022 | G127944 |
F2301019 | Certificate of Analysis | Jun 01, 2022 | G127944 |
F2223303 | Certificate of Analysis | Jun 01, 2022 | G127944 |
E2330122 | Certificate of Analysis | Jun 01, 2022 | G127944 |
Solubility | DMSO 15 mg/mL Water <1 mg/mL Ethanol <1 mg/mL |
---|---|
Sensitivity | Heat sensitive |
Specific Rotation[α] | 74° (C=1,MeOH) |
Melt Point(°C) | 217-222°C |
Pictogram(s) | GHS08, GHS07 |
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Signal | Danger |
Hazard Statements | H315:Causes skin irritation H319:Causes serious eye irritation H312:Harmful in contact with skin H360:May damage fertility or the unborn child H340:May cause genetic defects H361:Suspected of damaging fertility or the unborn child |
Precautionary Statements | P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P405:Store locked up. P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P281:Use personal protective equipment as required. P362+P364:Take off contaminated clothing and wash it before reuse. P203:Obtain, read and follow all safety instructions before use. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P318:if exposed or concerned, get medical advice. P317:Get emergency medical help. P337+P317:If eye irritation persists: Get medical help. P332+P317:If skin irritation occurs: Get medical help. |
Merck Index | 4386 |
Starting at $46.90
1. Dongchao Xu, Ajuan Liu, Qiang Liu, Hongchen Zhang, Mengyao Tian, Ying Bian, Xiaofeng Zhang, Meidan Ying, Hongzhang Shen. (2023) Cucurbitacin C suppresses the progression of pancreatic ductal adenocarcinoma via inhibition of the cGMP-PKG-VASP axis. BIOCHEMICAL PHARMACOLOGY, 217 (3): (115810). [PMID:37717690] |
2. Yifan Luo, Chao Li, Yiwen Zhang, Peixin Liu, Hongyi Chen, Zhenhao Zhao, Yu Wang, Zheng Zhou, Haolin Song, Boyu Su, Chufeng Li, Xuwen Li, Tongyu Zhang, Haoyu You, Yuxing Wu, Zonghua Tian, Shilin Zhang, Yun Guo, Hongrui Fan, Qinjun Chen, Chen Jiang, Tao Sun. (2023) Gradient tumor microenvironment-promoted penetrating micelles for hypoxia relief and immunosuppression reversion in pancreatic cancer treatment. Acta Biomaterialia, [PMID:37276955] |
3. Nan Zhang, Junwei Zhang, Weiqi Cui, Deqiao Wu, Jingxian Zhang, Bo Wei, Lingbo Qu, Xia Xu. (2023) Artemisia argyi H.Lév. & Vaniot essential oil induces ferroptosis in pancreatic cancer cells via up-regulation of TFR1 and depletion of γ-glutamyl cycle. FITOTERAPIA, 168 (105522). [PMID:37169131] |
4. Zhuo Yao, Qida Hu, Piaopiao Jin, Bowen Li, Yong Huang, Fu Zhang, Meng Wang, Junming Huang, Jing Huang, Shiyi Shao, Xinyu Zhao, Yuan Ping, Tingbo Liang. (2023) A Self-Assembly Combined Nano-Prodrug to Overcome Gemcitabine Chemo-Resistance of Pancreatic Tumors. ADVANCED FUNCTIONAL MATERIALS, (2214598). [PMID:] |
5. Fu Zhang, Zhuo Yao, Piaopiao Jin, Mengqiu Xu, Qida Hu, Yuxuan Chen, Risheng Que, Tingbo Liang. (2023) A tumor microenvironment-stimuli responsive nano-prodrug for overcoming gemcitabine chemoresistance by co-delivered miRNA-21 modulator. Biomedical Materials, 18 (3): (35010). [PMID:36990101] |
6. Fu Zhang, Qida Hu, Bowen Li, Yong Huang, Meng Wang, Shiyi Shao, Honglin Tang, Zhuo Yao, Yuan Ping, Tingbo Liang. (2023) A biomimetic nanodrug for enhanced chemotherapy of pancreatic tumors. JOURNAL OF CONTROLLED RELEASE, 354 (835). [PMID:36627026] |
7. Hao Chi, Sheng Tian, Xiu Li, Yuchu Chen, Qiumin Xu, Qixiao Wang, Wenwan Shi, Michael Adu-Frimpong, Shanshan Tong. (2023) Construction of lipid raft-coupled agarose gels as bioaffinity chromatography materials and validation with tropomyosin-related kinase A-targeted drugs. JOURNAL OF CHROMATOGRAPHY A, 1691 (463803). [PMID:36731332] |
8. Yaowei Guo, Jin Liu, Qinglin Tang, Cuicui Li, Yanying Zhang, Yao Wang, Yanxin Wang, Yupeng Bi, Christopher D. Snow, Matt J. Kipper, Laurence A. Belfiore, Jianguo Tang. (2022) Lanthanide (Eu3+/Tb3+)-Loaded γ-Cyclodextrin Nano-Aggregates for Smart Sensing of the Anticancer Drug Irinotecan. INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES, 23 (12): (6597). [PMID:35743042] |
9. Yuting Zhu, Shanhao Han, Jianhui Li, Hongwei Gao, Bo Dong. (2022) Aqueous Extract of Sea Squirt (Halocynthia roretzi) with Potent Activity against Human Cancer Cells Acts Synergistically with Doxorubicin. Marine Drugs, 20 (5): (284). [PMID:35621935] |
10. Chen Ting-ting, Yuan Ming-ming, Tao Yu-mei, Ren Xiao-yan, Li Sufen. (2022) Engineering of Self-assembly Polymers Encapsulated with Dual Anticancer Drugs for the Treatment of Endometrial Cancer. JOURNAL OF CLUSTER SCIENCE, 33 (6): (2661-2671). [PMID:] |
1. Pourquier P, Gioffre C, Kohlhagen G, Urasaki Y, Goldwasser F, Hertel LW, Yu S, Pon RT, Gmeiner WH, Pommier Y. (2002) Gemcitabine (2',2'-difluoro-2'-deoxycytidine), an antimetabolite that poisons topoisomerase I.. Clin Cancer Res, 8 (8): (2499-504). [PMID:12171875] |
2. Dongchao Xu, Ajuan Liu, Qiang Liu, Hongchen Zhang, Mengyao Tian, Ying Bian, Xiaofeng Zhang, Meidan Ying, Hongzhang Shen. (2023) Cucurbitacin C suppresses the progression of pancreatic ductal adenocarcinoma via inhibition of the cGMP-PKG-VASP axis. BIOCHEMICAL PHARMACOLOGY, 217 (3): (115810). [PMID:37717690] |
3. Yifan Luo, Chao Li, Yiwen Zhang, Peixin Liu, Hongyi Chen, Zhenhao Zhao, Yu Wang, Zheng Zhou, Haolin Song, Boyu Su, Chufeng Li, Xuwen Li, Tongyu Zhang, Haoyu You, Yuxing Wu, Zonghua Tian, Shilin Zhang, Yun Guo, Hongrui Fan, Qinjun Chen, Chen Jiang, Tao Sun. (2023) Gradient tumor microenvironment-promoted penetrating micelles for hypoxia relief and immunosuppression reversion in pancreatic cancer treatment. Acta Biomaterialia, [PMID:37276955] |
4. Nan Zhang, Junwei Zhang, Weiqi Cui, Deqiao Wu, Jingxian Zhang, Bo Wei, Lingbo Qu, Xia Xu. (2023) Artemisia argyi H.Lév. & Vaniot essential oil induces ferroptosis in pancreatic cancer cells via up-regulation of TFR1 and depletion of γ-glutamyl cycle. FITOTERAPIA, 168 (105522). [PMID:37169131] |
5. Zhuo Yao, Qida Hu, Piaopiao Jin, Bowen Li, Yong Huang, Fu Zhang, Meng Wang, Junming Huang, Jing Huang, Shiyi Shao, Xinyu Zhao, Yuan Ping, Tingbo Liang. (2023) A Self-Assembly Combined Nano-Prodrug to Overcome Gemcitabine Chemo-Resistance of Pancreatic Tumors. ADVANCED FUNCTIONAL MATERIALS, (2214598). [PMID:] |
6. Fu Zhang, Zhuo Yao, Piaopiao Jin, Mengqiu Xu, Qida Hu, Yuxuan Chen, Risheng Que, Tingbo Liang. (2023) A tumor microenvironment-stimuli responsive nano-prodrug for overcoming gemcitabine chemoresistance by co-delivered miRNA-21 modulator. Biomedical Materials, 18 (3): (35010). [PMID:36990101] |
7. Fu Zhang, Qida Hu, Bowen Li, Yong Huang, Meng Wang, Shiyi Shao, Honglin Tang, Zhuo Yao, Yuan Ping, Tingbo Liang. (2023) A biomimetic nanodrug for enhanced chemotherapy of pancreatic tumors. JOURNAL OF CONTROLLED RELEASE, 354 (835). [PMID:36627026] |
8. Hao Chi, Sheng Tian, Xiu Li, Yuchu Chen, Qiumin Xu, Qixiao Wang, Wenwan Shi, Michael Adu-Frimpong, Shanshan Tong. (2023) Construction of lipid raft-coupled agarose gels as bioaffinity chromatography materials and validation with tropomyosin-related kinase A-targeted drugs. JOURNAL OF CHROMATOGRAPHY A, 1691 (463803). [PMID:36731332] |
9. Yaowei Guo, Jin Liu, Qinglin Tang, Cuicui Li, Yanying Zhang, Yao Wang, Yanxin Wang, Yupeng Bi, Christopher D. Snow, Matt J. Kipper, Laurence A. Belfiore, Jianguo Tang. (2022) Lanthanide (Eu3+/Tb3+)-Loaded γ-Cyclodextrin Nano-Aggregates for Smart Sensing of the Anticancer Drug Irinotecan. INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES, 23 (12): (6597). [PMID:35743042] |
10. Yuting Zhu, Shanhao Han, Jianhui Li, Hongwei Gao, Bo Dong. (2022) Aqueous Extract of Sea Squirt (Halocynthia roretzi) with Potent Activity against Human Cancer Cells Acts Synergistically with Doxorubicin. Marine Drugs, 20 (5): (284). [PMID:35621935] |
11. Chen Ting-ting, Yuan Ming-ming, Tao Yu-mei, Ren Xiao-yan, Li Sufen. (2022) Engineering of Self-assembly Polymers Encapsulated with Dual Anticancer Drugs for the Treatment of Endometrial Cancer. JOURNAL OF CLUSTER SCIENCE, 33 (6): (2661-2671). [PMID:] |