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5-Fluorocytosine - 99%, high purity , Thymidylate synthase inhibitor, CAS No.2022-85-7, Thymidylate synthase inhibitor

10 Citations

≥99%

CAS#: 2022-85-7
Formula: C₄H₄FN₃O
Molecular Weight: 129.09
Beilstein Registry Number: 127285
EC Number: 217-968-7
MDL number: MFCD00006035
PubChem CID: 3366

Item Number

F123460

Grouped product items
SKU	Size	Availability	Price
F123460-1g	1g	Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding.	$64.90
F123460-5g	5g	In stock	$133.90
F123460-25g	25g	In stock	$603.90
F123460-100g	100g	In stock	$2,170.90
F123460-500g	500g	Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!	$9,768.90

Antimycotic prodrug

View related series

Pyrimidines Six-Membered Heterocyclic Compounds

Basic Description

Synonyms	2-Pyrimidinol, 4-amino-5-fluoro- \| 4-AMINO-2-HYDROXY-5-FLUOROPYRIMIDINE \| 4-amino-5-fluoro-1,2-dihydropyrimidin-2-one \| Ancoban \| SCHEMBL24063 \| Flucytosinum [INN-Latin] \| Fluorocytosine \| 2-Pyrimidinol, 4-amino-5-fluoro- (9CI) \| 4-Amino-5-fluoro-2-hydrox
Specifications & Purity	≥99%
Biochemical and Physiological Mechanisms	Antimycotic prodrug, converted to 5-fluorouracil. Disrupts DNA and RNA synthesis. Displays antifungal and antitumor activity. Active in vivo .
Storage Temp	Store at 2-8°C
Shipped In	Wet ice
Action Type	INHIBITOR
Mechanism of action	Thymidylate synthase inhibitor
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	Used in studies on TMP biosynthesis.

Associated Targets(non-human)

Agtr2 Angiotensin II type 2 (AT-2) receptor (803 Activities)

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Mc4r Melanocortin receptor 4 (1205 Activities)

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Ltc4s Leukotriene C4 synthase (1 Activities)

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Sigmar1 Sigma opioid receptor (160 Activities)

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Npy1r Neuropeptide Y receptor type 1 (8 Activities)

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Cckar Cholecystokinin A receptor (90 Activities)

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Pde4d Phosphodiesterase 4D (4 Activities)

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Nos2 Nitric oxide synthase, inducible (3573 Activities)

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Mapk1 MAP kinase ERK2 (650 Activities)

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Hdac6 Histone deacetylase 6 (222 Activities)

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Mmp9 Matrix metalloproteinase 9 (38 Activities)

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Rhizopus arrhizus (810 Activities)

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Naganishia albida (59 Activities)

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Pseudomonas aeruginosa (123386 Activities)

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Klebsiella pneumoniae (43867 Activities)

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Staphylococcus aureus (210822 Activities)

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Acinetobacter baumannii (41033 Activities)

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Escherichia coli (133304 Activities)

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Aspergillus flavus (8875 Activities)

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Aspergillus niger (16508 Activities)

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Mucor (407 Activities)

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Rhizopus (548 Activities)

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Saccharomyces cerevisiae (19171 Activities)

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Aspergillus sp. (177 Activities)

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Pichia kudriavzevii (7448 Activities)

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Kluyveromyces marxianus (909 Activities)

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Meyerozyma guilliermondii (575 Activities)

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Yarrowia lipolytica (267 Activities)

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Aspergillus fumigatus (16427 Activities)

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Cryptococcus neoformans (21258 Activities)

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Papiliotrema laurentii (94 Activities)

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Candida (1648 Activities)

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Candida albicans (78123 Activities)

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Nakaseomyces glabratus (9108 Activities)

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Candida parapsilosis (8521 Activities)

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Diutina rugosa (288 Activities)

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Candida tropicalis (8381 Activities)

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[Candida] zeylanoides (197 Activities)

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Rhodotorula mucilaginosa (339 Activities)

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Human alphaherpesvirus 2 (4932 Activities)

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Human respirovirus 3 (1674 Activities)

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Mus musculus (284745 Activities)

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Vaccinia virus (4609 Activities)

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Human alphaherpesvirus 1 (11089 Activities)

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Mucor mucedo (338 Activities)

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Geotrichum candidum (421 Activities)

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Sporothrix schenckii (1580 Activities)

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Clavispora lusitaniae (671 Activities)

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Lichtheimia corymbifera (940 Activities)

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Paecilomyces variotii (130 Activities)

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Mechanisms of Action

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Names and Identifiers

IUPAC Name	6-amino-5-fluoro-1H-pyrimidin-2-one
INCHI	InChI=1S/C4H4FN3O/c5-2-1-7-4(9)8-3(2)6/h1H,(H3,6,7,8,9)
InChi Key	XRECTZIEBJDKEO-UHFFFAOYSA-N
Canonical SMILES	C1=NC(=O)NC(=C1F)N
Isomeric SMILES	C1=NC(=O)NC(=C1F)N
WGK Germany	2
RTECS	HA6040000
PubChem CID	3366
Molecular Weight	129.09
Beilstein	127285
Reaxy-Rn	3604562

Certificates

Certificate of Analysis(COA)

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9 results found

Lot Number	Certificate Type	Date	Item
I2426201	Certificate of Analysis	Sep 28, 2024	F123460
I2426202	Certificate of Analysis	Sep 28, 2024	F123460
I2426203	Certificate of Analysis	Sep 28, 2024	F123460
H2422010	Certificate of Analysis	Aug 27, 2024	F123460
A2403047	Certificate of Analysis	Jan 09, 2024	F123460
E2420010	Certificate of Analysis	Nov 29, 2022	F123460
K2214107	Certificate of Analysis	Nov 29, 2022	F123460
K1814039	Certificate of Analysis	Sep 15, 2022	F123460
J1421048	Certificate of Analysis	Jul 22, 2022	F123460

Chemical and Physical Properties

Solubility	Soluble in water and hydrochloric acid.
Sensitivity	Light Sensitive
Melt Point(°C)	297°C

Safety and Hazards(GHS)

Pictogram(s)	GHS08
Signal	Warning
Hazard Statements	H361:Suspected of damaging fertility or the unborn child
Precautionary Statements	P280:Wear protective gloves/protective clothing/eye protection/face protection. P405:Store locked up. P501:Dispose of contents/container to ... P203:Obtain, read and follow all safety instructions before use. P318:if exposed or concerned, get medical advice.
WGK Germany	2
RTECS	HA6040000
Reaxy-Rn	3604562
Merck Index	4125

Citations of This Product

How to Cite Aladdin Scientific Products?

1. Meng Wang, Yanwen Zhou, Zhaohui Wang. (2023) Unearth the ultrapotent intrinsic fungicidal efficacy of the surface-piercing CuFeSe2-PVP nano-blade. CHEMICAL ENGINEERING JOURNAL, 464 (142603). [PMID:]
2. Fan-Zhi Bu, Yue-Ming Yu, Lin-Lin Zhang, Cui-Wei Yan, Zhi-Yong Wu, Yan-Tuan Li. (2023) Salification-driven strategy toward the hydrophobic molecular salt of the antifungal drug 5-fluorocytosine and protocatechuic acid with triple-helix structure offers an innovative insight for conquering adverse drug reactions. CRYSTENGCOMM, 25 (13): (1951-1964). [PMID:]
3. Hui Lu, Wanqian Li, Malcolm Whiteway, Hongkang Wang, Shuo Zhu, Zhe Ji, Yanru Feng, Lan Yan, Ting Fang, Liping Li, Tingjunhong Ni, Xiaolong Zhang, Quanzhen Lv, Zichao Ding, Lijuan Qiu, Dazhi Zhang, Yuanying Jiang. (2022) A Small Molecule Inhibitor of Erg251 Makes Fluconazole Fungicidal by Inhibiting the Synthesis of the 14α-Methylsterols. mBio, 14 (1): [PMID:36475771]
4. Fan-Zhi Bu, Yue-Ming Yu, Yu Yu, Cui-Wei Yan, Zhi-Yong Wu, Yan-Tuan Li. (2023) Self-assembly of antifungal agent 5-fluorocytosine and nutrient trans-p-coumaric acid furnishes a cocrystal with the potential to reduce toxicity and side effects for the drug: a case study combining theory with experiment. NEW JOURNAL OF CHEMISTRY, 47 (3): (1328-1341). [PMID:]
5. Fan-Zhi Bu, Yue-Ming Yu, Yu-Li Shen, Zhi-Yong Wu, Yan-Tuan Li. (2023) Cocrystallization with nutrient ferulic acid towards reducing the dissolubility behaviors of antifungal drug 5-fluorocytosine: An integrated theoretical and experimental case research. JOURNAL OF MOLECULAR STRUCTURE, 1275 (134601). [PMID:]
6. Fan-Zhi Bu, Yue-Ming Yu, Yu-Li Shen, Lu Liu, Cui-Wei Yan, Zhi-Yong Wu, Yan-Tuan Li. (2022) Cocrystallization-driven self-assembly with vanillic acid offers a new opportunity for surmounting fast and excessive absorption issues of antifungal drug 5-fluorocytosine: a combined theoretical and experimental research. CRYSTENGCOMM, 24 (15): (2777-2790). [PMID:]
7. Zuoling Zhang, Min Xia, Pengfei Huang, Bin Di, Mengxiang Su. (2021) Preparation and evaluation of a bacitracin-bonded silica stationary phase for hydrophilic interaction liquid chromatography. MICROCHEMICAL JOURNAL, 170 (106661). [PMID:]
8. Yang Cong, Cunbin Du, Meng Wang, Zhouyu Jiang, Mingliang Wang. (2021) Solubility of 5-Fluorocytosine in Different Pure and Binary Mixed Solvents: Measurement, Model Correlation, Solvent Effect, and Preferential Solvation. JOURNAL OF CHEMICAL AND ENGINEERING DATA, 66 (8): (3090–3100). [PMID:]
9. Xue-Jie Wang, Jin-zong You, Feng Yu. (2015) Study on the thermal decomposition of emtricitabine. JOURNAL OF ANALYTICAL AND APPLIED PYROLYSIS, 115 (344). [PMID:]
10. Wang Xue-jie, You Jin-zong. (2016) Study on the thermal decomposition of capecitabine. JOURNAL OF THERMAL ANALYSIS AND CALORIMETRY, 123 (3): (2485-2497). [PMID:]

References

1. Meng Wang, Yanwen Zhou, Zhaohui Wang. (2023) Unearth the ultrapotent intrinsic fungicidal efficacy of the surface-piercing CuFeSe2-PVP nano-blade. CHEMICAL ENGINEERING JOURNAL, 464 (142603). [PMID:]
2. Fan-Zhi Bu, Yue-Ming Yu, Lin-Lin Zhang, Cui-Wei Yan, Zhi-Yong Wu, Yan-Tuan Li. (2023) Salification-driven strategy toward the hydrophobic molecular salt of the antifungal drug 5-fluorocytosine and protocatechuic acid with triple-helix structure offers an innovative insight for conquering adverse drug reactions. CRYSTENGCOMM, 25 (13): (1951-1964). [PMID:]
3. Hui Lu, Wanqian Li, Malcolm Whiteway, Hongkang Wang, Shuo Zhu, Zhe Ji, Yanru Feng, Lan Yan, Ting Fang, Liping Li, Tingjunhong Ni, Xiaolong Zhang, Quanzhen Lv, Zichao Ding, Lijuan Qiu, Dazhi Zhang, Yuanying Jiang. (2022) A Small Molecule Inhibitor of Erg251 Makes Fluconazole Fungicidal by Inhibiting the Synthesis of the 14α-Methylsterols. mBio, 14 (1): [PMID:36475771]
4. Fan-Zhi Bu, Yue-Ming Yu, Yu Yu, Cui-Wei Yan, Zhi-Yong Wu, Yan-Tuan Li. (2023) Self-assembly of antifungal agent 5-fluorocytosine and nutrient trans-p-coumaric acid furnishes a cocrystal with the potential to reduce toxicity and side effects for the drug: a case study combining theory with experiment. NEW JOURNAL OF CHEMISTRY, 47 (3): (1328-1341). [PMID:]
5. Fan-Zhi Bu, Yue-Ming Yu, Yu-Li Shen, Zhi-Yong Wu, Yan-Tuan Li. (2023) Cocrystallization with nutrient ferulic acid towards reducing the dissolubility behaviors of antifungal drug 5-fluorocytosine: An integrated theoretical and experimental case research. JOURNAL OF MOLECULAR STRUCTURE, 1275 (134601). [PMID:]
6. Fan-Zhi Bu, Yue-Ming Yu, Yu-Li Shen, Lu Liu, Cui-Wei Yan, Zhi-Yong Wu, Yan-Tuan Li. (2022) Cocrystallization-driven self-assembly with vanillic acid offers a new opportunity for surmounting fast and excessive absorption issues of antifungal drug 5-fluorocytosine: a combined theoretical and experimental research. CRYSTENGCOMM, 24 (15): (2777-2790). [PMID:]
7. Zuoling Zhang, Min Xia, Pengfei Huang, Bin Di, Mengxiang Su. (2021) Preparation and evaluation of a bacitracin-bonded silica stationary phase for hydrophilic interaction liquid chromatography. MICROCHEMICAL JOURNAL, 170 (106661). [PMID:]
8. Yang Cong, Cunbin Du, Meng Wang, Zhouyu Jiang, Mingliang Wang. (2021) Solubility of 5-Fluorocytosine in Different Pure and Binary Mixed Solvents: Measurement, Model Correlation, Solvent Effect, and Preferential Solvation. JOURNAL OF CHEMICAL AND ENGINEERING DATA, 66 (8): (3090–3100). [PMID:]
9. Xue-Jie Wang, Jin-zong You, Feng Yu. (2015) Study on the thermal decomposition of emtricitabine. JOURNAL OF ANALYTICAL AND APPLIED PYROLYSIS, 115 (344). [PMID:]
10. Wang Xue-jie, You Jin-zong. (2016) Study on the thermal decomposition of capecitabine. JOURNAL OF THERMAL ANALYSIS AND CALORIMETRY, 123 (3): (2485-2497). [PMID:]

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5-Fluorocytosine - 99%, high purity , Thymidylate synthase inhibitor, CAS No.2022-85-7, Thymidylate synthase inhibitor

Basic Description

Associated Targets(non-human)

Mechanisms of Action

Names and Identifiers

Certificates

Certificate of Analysis(COA)

Chemical and Physical Properties

Safety and Hazards(GHS)

Related Documents

Citations of This Product

References

Solution Calculators

Molarity Calculator

Dilution Calculator

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