6-Chlorouracil
- Product Name
- 6-Chlorouracil
- CAS No.
- 4270-27-3
- Chemical Name
- 6-Chlorouracil
- Synonyms
- 6-chloro-1,2,3,4-tetrahydropyriMidine-2,4-dione;NSC 43265;orouraciL;NSC 210419;Chlorouracil;AURORA KA-4918;6-CHLOROURACIL;4-CHLOROURACIL;6-Chlorouracil>6-Chlorouracil 98%
- CBNumber
- CB1157303
- Molecular Formula
- C4H3ClN2O2
- Formula Weight
- 146.53
- MOL File
- 4270-27-3.mol
6-Chlorouracil Property
- Melting point:
- 290-295°C
- Boiling point:
- 300°C
- Density
- 1.61±0.1 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- Soluble in Ammonium Hydroxide
- form
- Solid
- pka
- 6.24±0.10(Predicted)
- color
- White
- Water Solubility
- 4.885g/L(25 ºC)
- BRN
- 120492
- InChI
- InChI=1S/C4H3ClN2O2/c5-2-1-3(8)7-4(9)6-2/h1H,(H2,6,7,8,9)
- InChIKey
- PKUFNWPSFCOSLU-UHFFFAOYSA-N
- SMILES
- C1(=O)NC(Cl)=CC(=O)N1
- CAS DataBase Reference
- 4270-27-3(CAS DataBase Reference)
- NIST Chemistry Reference
- 6-Chlorouracil(4270-27-3)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- S783242
- Product name
- 6-CHLOROURACIL
- Purity
- Aldrich<sup>CPR</sup>
- Packaging
- 1 unit
- Price
- $185
- Updated
- 2025/07/31
- Product number
- C9525
- Product name
- 4-Chlorouracil
- Purity
- ≥99%
- Packaging
- 10g
- Price
- $618
- Updated
- 2025/07/31
- Product number
- S783242
- Product name
- 6-CHLOROURACIL
- Purity
- Aldrich
- Packaging
- 50mg
- Price
- $179
- Updated
- 2024/03/01
- Product number
- C2093
- Product name
- 6-Chlorouracil
- Purity
- >98.0%(T)
- Packaging
- 5g
- Price
- $20
- Updated
- 2025/07/31
- Product number
- C2093
- Product name
- 6-Chlorouracil
- Purity
- >98.0%(T)
- Packaging
- 25g
- Price
- $77
- Updated
- 2025/07/31
6-Chlorouracil Chemical Properties,Usage,Production
Chemical Properties
White to off-white powder
Uses
6-Chlorouracil acts as an inhibitor of yeast alcohol dehydrogenase (ADH-H). 6-Chlorouracil is a potential inhibitor of DNA repair glycosylases.
Uses
Chlorouracil (4-Chlorouracil; 6-Chlorouracil) is a halogenated uracil that is useful in studies of the effects of halogenation on nucleic acid base-pair stability and alkali metal ion affinity. Reaction of 6-chlorouracil with 4-(dimethylamino)pyridine, 4-methylpyridine, and pyridin-4-yl-morpholine yielded pyridinium-substituted uracils as chlorides which were converted into pyridinium uracilates by deprotonation. These heterocyclic mesomeric betaines are cross-conjugated and thus possess separate cationic (pyridinium) and anionic (uracilate) moieties. Calculations and X-ray single crystal analyses may be used to characterize these systems and to compare the salts with the betaines.
Synthesis
3764-01-0
4270-27-3
General procedure for the synthesis of 6-chloropyrimidine-2,4(1H,3H)-dione from 2,4,6-trichloropyrimidine: 2,4,6-trichloropyrimidine (10.21 g, 0.56 mol) was dissolved in an aqueous solution (100 mL) containing NaOH (8.9 g, 0.22 mol), which was stirred under refluxing conditions for 1 hour. Upon completion of the reaction, the pH of the reaction mixture was adjusted to 2-3 with concentrated hydrochloric acid. the mixture was placed in a refrigerator overnight to promote crystallization. Subsequently, the precipitate was collected by filtration, washed with cold water and dried under vacuum in the presence of phosphorus pentoxide. 6.43 g (0.54 mol, 97% yield) of 6-chlorouracil was finally obtained as a white crystalline solid. The spectral data of the product were in agreement with those reported in the literature [28] and [40]. Melting point > 280°C. 1H NMR (300 MHz, DMSO-d6) δ (ppm): 12.00 (broad peak, 1H, NH), 11.09 (broad peak, 1H, NH), 5.66 (single peak, 1H, CH). IR (KBr, ν cm-1): 3095 (N-H stretching vibration), 1729,1709,1652 (C=O stretching vibration), 1616 (C=C stretching vibration), 1380 (C-N stretching vibration), 841 (N-H out-of-plane bending vibration), 790 (C-Cl stretching vibration).
References
[1] European Journal of Organic Chemistry, 2008, # 32, p. 5401 - 5406
[2] Journal of Medicinal Chemistry, 2013, vol. 56, # 16, p. 6352 - 6370
[3] European Journal of Medicinal Chemistry, 2012, vol. 54, p. 159 - 174
[4] Organic Letters, 2018, vol. 20, # 2, p. 473 - 476
[5] Heterocycles, 1990, vol. 31, # 9, p. 1641 - 1646
6-Chlorouracil Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 6-Chlorouracil manufacturers
- Product
- 6-chlorouracil 4270-27-3
- Price
- US $0.00-0.00/Kg
- Min. Order
- 1Kg
- Purity
- 99.9%
- Supply Ability
- 200tons
- Release date
- 2024-04-08
- Product
- 6-Chlorouracil 4270-27-3
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%Min
- Supply Ability
- 1000kg
- Release date
- 2023-03-13
- Product
- 6-Chlorouracil 4270-27-3
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 20T
- Release date
- 2020-05-14