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
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)
Safety
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 22-24/25-36-26
- WGK Germany
- 3
- RTECS
- YQ9410000
- HS Code
- 29335995
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.
N-Bromosuccinimide Price
- Product number
- 224588
- Product name
- 5-Chlorouracil
- Purity
- 99%
- Packaging
- 5g
- Price
- $92.1
- Updated
- 2024/03/01
- Product number
- PHR2867
- Product name
- Fluorouracil Related Compound E
- Purity
- certified reference material, pharmaceutical secondary standard
- Packaging
- 50MG
- Price
- $608
- Updated
- 2024/03/01
- Product number
- 1279054
- Product name
- Fluorouracil Related Compound E
- Purity
- United States Pharmacopeia (USP) Reference Standard
- Packaging
- 25mg
- Price
- $1210
- Updated
- 2024/03/01
- Product number
- C0969
- Product name
- 5-Chlorouracil
- Purity
- >98.0%(T)
- Packaging
- 5g
- Price
- $62
- Updated
- 2024/03/01
- Product number
- C0969
- Product name
- 5-Chlorouracil
- Purity
- >98.0%(T)
- Packaging
- 25g
- Price
- $180
- Updated
- 2024/03/01
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
5-Chlorouracil Suppliers
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View Lastest Price from 5-Chlorouracil manufacturers
- 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
- Product
- 5-Chlorouracil 1820-81-1
- Price
- US $0.00/KG
- Min. Order
- 100g
- Purity
- 98%+
- Supply Ability
- 100kg
- Release date
- 2021-05-14
- 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