5-Chlorouracil

Product Name: 5-Chlorouracil
CAS No.: 1820-81-1
Chemical Name: 5-Chlorouracil
Synonyms: 5-CHLOROPYRIMIDINE-2,4(1H,3H)-DIONE;Fluorouracil EP Impurity E;5-Chloro-1H-pyrimidine-2,4-dione;NSC 28172;5-chloro-uraci;5-CHLOROURACIL;Uracil,5-chloro-;5-CHLORO-5-URACIL;5-Chlorouracil,99%;5-Chlorouracil,98%
CBNumber: CB6216858
Molecular Formula: C4H3ClN2O2
Formula Weight: 146.53
MOL File: 1820-81-1.mol

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5-Chlorouracil Property

Melting point:: >300 °C (lit.)
Density: 1.6838 (rough estimate)
refractive index: 1.6550 (estimate)
storage temp.: 2-8°C
solubility: 1 M NH4OH: soluble50mg/mL
pka: 6.77±0.10(Predicted)
form: Solid
color: White to Off-White
Water Solubility: 2.501g/L(25 ºC)
BRN: 127173
InChI: InChI=1S/C4H3ClN2O2/c5-2-1-6-4(9)7-3(2)8/h1H,(H2,6,7,8,9)
InChIKey: ZFTBZKVVGZNMJR-UHFFFAOYSA-N
SMILES: C1(=O)NC=C(Cl)C(=O)N1
CAS DataBase Reference: 1820-81-1(CAS DataBase Reference)
EPA Substance Registry System: 5-Chlorouracil (1820-81-1)

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 22-24/25-36-26
WGK Germany: 3
RTECS: YQ9410000
HS Code: 29335995

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H301Toxic if swalloed

H341Suspected of causing genetic defects

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 224588
Product name: 5-Chlorouracil
Purity: 99%
Packaging: 5g
Price: $92.1
Updated: 2024/03/01

Sigma-Aldrich

Product number: PHR2867
Product name: Fluorouracil Related Compound E
Purity: certified reference material, pharmaceutical secondary standard
Packaging: 50MG
Price: $608
Updated: 2024/03/01

Sigma-Aldrich

Product number: 1279054
Product name: Fluorouracil Related Compound E
Purity: United States Pharmacopeia (USP) Reference Standard
Packaging: 25mg
Price: $1210
Updated: 2024/03/01

TCI Chemical

Product number: C0969
Product name: 5-Chlorouracil
Purity: >98.0%(T)
Packaging: 5g
Price: $62
Updated: 2024/03/01

TCI Chemical

Product number: C0969
Product name: 5-Chlorouracil
Purity: >98.0%(T)
Packaging: 25g
Price: $180
Updated: 2024/03/01

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5-Chlorouracil Chemical Properties,Usage,Production

Description

5-Chlorouracil (5-CU) may have advantages for the inhibition of undesired fibroblast proliferation taking place after surgery for glaucoma and results in filtration failure. A comparison of 5-CU and 5-fluorouracil (5-FU) cytotoxicity shows that 5-CU is approximately 1000 times less toxic to nonproliferative cells while maintaining good antimitotic activity. In addition, 5-CU induces apoptotic-controlled cell death, whereas the influence of 5-FU is by apoptonecrosis. The 5-CU apoptotic mechanism is driven mainly by the nuclear translocation of AIF and activation of the LEI/L-DNase II pathways, which are caspase-independent. In conclusion, even though 5-CU is a weaker antiproliferating agent than 5-FU, its reduced toxic side effects on the epithelium and sclera allow for its enhanced efficacy and extended reduction of IOP after filtering surgery for glaucoma. 5-CU is an effective mutagen, clastogen and toxicant, and an effective inducer of sister-chromatid exchange, and is not as sensitive to ionizing radiation as other thymine analogues[1].

Chemical Properties

white to light beige crystalline powder

Uses

5-Chlorouracil was used as a control in resazurin-based cytotoxicity assay for screening of cytotoxicity in hepatocytes and liver cell lines.

Uses

5-Chlorouracil can be used for the experimental and clinical treatment of neoplastic and viral diseases.

Definition

ChEBI: An organochlorine compound consisting of uracil having an chloro substituent at the 5-position. It is functionally related to a uracil.

General Description

The shape resonance spectra of 5-chlorouracil, obtained from fixed-nuclei elastic scattering calculations by the Schwinger multichannel method with pseudopotentials, was studied.

Purification Methods

It recrystallises from hot H2O (4g/500mL) using charcoal. [McOmie et al. J Chem Soc 3478 1955, West & Barrett J Am Chem Soc 76 3146 1954, Beilstein 24 III/IV 1231.]

References

[1] Marianne Berdugo Polak. “Controlled delivery of 5-chlorouracil using poly(ortho esters) in filtering surgery for glaucoma.” Investigative ophthalmology & visual science (2008): 2993–3003.

5-Chlorouracil Preparation Products And Raw materials

Raw materials

Preparation Products

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5-Chlorouracil Suppliers

Americas 1 Belgium 2 Canada 4 China 329 Europe 4 France 1 Germany 11 India 22 Japan 3 Russia 1 Slovakia 1 South Korea 1 Switzerland 3 Ukraine 1 United Kingdom 17 United States 54 Global 455

Jiangxi ruiya pharmaceutical co., LTD

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INTATRADE GmbH

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TCI (Shanghai) Development Co., Ltd.

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Energy Chemical

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View Lastest Price from 5-Chlorouracil manufacturers

Hebei Weibang Biotechnology Co., Ltd

Product: 5-Chlorouracil 1820-81-1
Price: US $10.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 10 mt
Release date: 2021-10-20

WUHAN CIRCLE POWDER TECHNOLOGY CO.,LTD

Product: 5-Chlorouracil 1820-81-1
Price: US $0.00/KG
Min. Order: 100g
Purity: 98%+
Supply Ability: 100kg
Release date: 2021-05-14

Hebei Mojin Biotechnology Co., Ltd

Product: 5-Chlorouracil 1820-81-1
Price: US $0.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 50000KG/month
Release date: 2023-08-22

1820-81-1, 5-ChlorouracilRelated Search:

Uracil Difluorochloromethane 5-Chlorouridine Terbacil 5-CHLORO-6-METHYLURACIL 4-AMINOPYRAZOLO[3,4-D]PYRIMIDINE 6-Chlorouracil 6-methyl-5-chlorouracil 1,3-Dimethyl-4-chlorouracil,1,3-DIMETHYL-6-CHLOROURACIL 3-Methyl-6-chlorouracil, GC 97%,3-METHYL-6-CHLOROURACIL 2,4(1H,3H)-Pyrimidinedione,5-chloro-6-(chloromethyl)-(9CI) 5-CHLORO-2'-DEOXYURIDINE 1-(3-Fluoro-2,3-dideoxy-β-D-erythro-pentofuranosyl)-5-chlorouracil 5-Chloro-2',3'-O-isopropylidene-D-uridine 5-Chloro-5'-deoxy-5'-iodo-2',3'-O-isopropylidene-D-uridine 5-Chlorouracil-15N2,13C 1,3,5-TRICHLOROURACIL 5-CHLORO-5'-DEOXYURIDINE

TIMTEC-BB SBB004103

2,4(1H,3H)-Pyrimidinedione,5-chloro-

2,4-Pyrimidinediol,5-chloro-

3h)-pyrimidinedione,5-chloro-4(1h

5-Chloro-1,2,3,4-tetrahydropyrimidine-2,4-dione

5-Chloropyrimidine-2,4-diol

5-Chlorouracil,99%

Fluorouracil Related CoMpound E

5-Chlorouracil ReagentPlus(R), 99%

Fluorouracil Related Compound E (25 mg) (5-Chloropyrimidine-2,4(1H,3H)-dione)

5-Chlorouracil Vetec(TM) reagent grade, 98%

Fluorouracil Impurity 5（Fluorouracil EP Impurity E）

Fluorouracil EP Impurity E

5-Chlor-2,4-dihydroxypyrimidin

5-Chloro-1H-pyrimidine-2,4-dione

5-Chloro-2,4-pyrimidinedione

5-chloro-uraci

Uracil,5-chloro-

5-CHLORO-2,4-DIHYDROXYPYRIMIDINE

5-CHLORO-5-URACIL

5-CHLOROURACIL

5-CHLOROPYRIMIDINE-2,4(1H,3H)-DIONE

5-CHLOROURACIL,5-CHLORO-2,4-DIHYDROXYPYRIMIDINE

2,4(1H,3H)-Pyrimidinedione, 5-chloro- (9CI)

5-Chloro-2,4(1H,3H)-pyrimidinedione

NSC 28172

5-CHLOROURACIL CRYSTALLINE

5-Chlorouracil,98%

Fluorouracil BP Impurity E

5-Chlorouracil &gt

5-Chlorouracil USP/EP/BP

5-Chlorouracil (Fluorouracil Impurity)

4(1H,3H)-Pyrimidinedione,5-chloro-

Fluorouracil EP Impurity E (5-Chlorouracil)

5-ChlorouracilQ: What is 5-Chlorouracil Q: What is the CAS Number of 5-Chlorouracil Q: What is the storage condition of 5-Chlorouracil Q: What are the applications of 5-Chlorouracil

Fluorouracil Related Compound E (5-Chloropyrimidine-2,4(1H,3H)-dione) (1279054)

Fluorouracil USP Related Compound E

5-chloro-2,4-dioxopyrimidine

Fluorouracil Related Compound E (5-Chloropyrimidine-2,4(1H,3H)-dione)

Fluorouracil EP Impurity E (Fluorouracil USP Related Compound E)

1820-81-1

156-2-19

C4H3ClN2O2

Building Blocks

Pyrimidines

Heterocyclic Building Blocks

Halogenated Heterocycles

Pyrimidine series

Heterocyclic Compounds

Biochemistry

Nucleobases and their analogs

Nucleosides, Nucleotides & Related Reagents

Nucleic acids

Bases & Related Reagents

Heterocycles

Nucleotides

PYRIMIDINE

Pyridines, Pyrimidines, Purines and Pteredines