Flucytosine (Standard)

CAT: 0804-HY-B0139R-01Size: 10 mgDry Ice: NoHazardous: No

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CAT#:0804-HY-B0139R-01Size:10 mg

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Description

Flucytosine (Standard) is the analytical standard of Flucytosine. This product is intended for research and analytical applications. Flucytosine (5-Fluorocytosine) is an antifungal compound with oral activity. Flucytosine is a widely used cytotoxic drug that, after further metabolism, produces fluorinated ribonucleotides and deoxyribonucleotides, inhibits DNA and protein synthesis, and has multiple effects such as inhibiting candida and candida neoplasm infection and producies cytotoxicity to cancer cells[1][2][3].

CAS Number

2022-85-7

Product Name Alternative

5-Fluorocytosine (Standard) ; NSC 103805 (Standard) ; Ro 2-9915 (Standard)

UNSPSC

12352005

Hazard Statement

H302-H312-H315-H319-H332-H335-H361

Target

Antibiotic; Fungal; Reference Standards

Type

Reference Standards

Related Pathways

Anti-infection; Others

Field of Research

Infection; Cancer

Assay Protocol

https://www.medchemexpress.com/flucytosine-standard.html

Smiles

O=C1NC=C(F)C(N)=N1

Molecular Formula

C4H4FN3O

Molecular Weight

129.09

Precautions

P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

References & Citations

[1]Vermes A, et al. Flucytosine: a review of its pharmacology, clinical indications, pharmacokinetics, toxicity and drug interactions. J Antimicrob Chemother. 2000 Aug;46 (2) :171-9.|[2]You MH, et al. Cytosine deaminase-producing human mesenchymal stem cells mediate an antitumor effect in a mouse xenograft model. J Gastroenterol Hepatol. 2009 Aug;24 (8) :1393-400.|[3]Iovannitti C, et al. Itraconazole and flucytosine+itraconazole combination in the treatment of experimental cryptococcosis in hamsters. Mycoses. 1995 Nov-Dec;38 (11-12) :449-52.

Shipping Conditions

Room temperature

Scientific Category

Reference Standards

Clinical Information

Launched

Chemical Information

Flucytosine

Flucytosine is an organofluorine compound that is cytosine that is substituted at position 5 by a fluorine. A prodrug for the antifungal 5-fluorouracil, it is used for the treatment of systemic fungal infections. It has a role as a prodrug. It is an organofluorine compound, a pyrimidone, an aminopyrimidine, a nucleoside analogue and a pyrimidine antifungal drug. It is functionally related to a cytosine.

CAS Number	2022-85-7
PubChem CID	3366
IUPAC Name	6-amino-5-fluoro-1H-pyrimidin-2-one
Molecular Formula	C4H4FN3O
Molecular Weight	129.09
XLogP	-0.9
Topological Polar Surface Area	67.5
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	0
Heavy Atom Count	9
Formal Charge	0
Complexity	208

SMILES

C1=NC(=O)NC(=C1F)N

InChI

InChI=1S/C4H4FN3O/c5-2-1-7-4(9)8-3(2)6/h1H,(H3,6,7,8,9)

InChIKey

XRECTZIEBJDKEO-UHFFFAOYSA-N

Chemical Structure

2D Structure

CAS: 2022-85-7

CID: 3366

Formula: C4H4FN3O

MW: 129.09

Interactive 3D Structure

Loading 3D structure...

View on PubChem Raw 3D data

Computed Properties

Property	Value
Molecular Weight	129.09
XLogP3	-0.9
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	0
Exact Mass	129.03383992
Monoisotopic Mass	129.03383992
Topological Polar Surface Area	67.5 Å²
Heavy Atom Count	9
Formal Charge	0
Complexity	208
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	1
Compound Is Canonicalized	Yes

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Alternative Products

Catalog	Name
A8433-5000	Flucytosine
A10394-5000	Flucytosine 5g
AR-C03980-01	Flucytosine Glucuronide
A10394-500	Flucytosine 500mg
A10394-1000	Flucytosine 1g
33980289-1g	Flucytosine (5-Fluorocytosine)
AR-F10274-01	Flucytosine Impurity 3

Flucytosine (Standard)

Chemical Information

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