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6-Chlorouracil

CAS No.
4270-27-3
Chemical Name:
6-Chlorouracil
Synonyms
4-CHLOROURACIL;6-chloro-1,2,3,4-tetrahydropyriMidine-2,4-dione;NSC 43265;orouraciL;NSC 210419;Chlorouracil;AURORA KA-4918;6-CHLOROURACIL;6-Chlorouracil>6-Chlorouracil 98%
CBNumber:
CB1157303
Molecular Formula:
C4H3ClN2O2
Molecular Weight:
146.53
MDL Number:
MFCD00014595
MOL File:
4270-27-3.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-27 23:12:47

6-Chlorouracil Properties

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
pka 6.24±0.10(Predicted)
form Solid
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)
UNSPSC Code 41106305
NACRES NA.51

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs Respiratory system
PPE dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36
WGK Germany  3
HazardClass  IRRITANT
HS Code  29335990
Storage Class 11 - Combustible Solids
Hazard Classifications Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
NFPA 704
1
2 0

6-Chlorouracil price More Price(69)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich S783242 6-CHLOROURACIL AldrichCPR 4270-27-3 1 unit $197 2026-04-30 Buy
Sigma-Aldrich C9525 4-Chlorouracil ≥99% 4270-27-3 10g $661 2026-04-30 Buy
Sigma-Aldrich S783242 6-CHLOROURACIL Aldrich 4270-27-3 50mg $179 2024-03-01 Buy
TCI Chemical C2093 6-Chlorouracil >98.0%(T) 4270-27-3 5g $21 2026-04-30 Buy
TCI Chemical C2093 6-Chlorouracil >98.0%(T) 4270-27-3 25g $81 2026-04-30 Buy
Product number Packaging Price Buy
S783242 1 unit $197 Buy
C9525 10g $661 Buy
S783242 50mg $179 Buy
C2093 5g $21 Buy
C2093 25g $81 Buy

6-Chlorouracil Chemical Properties,Uses,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

2,4,6-Trichloropyrimidine

3764-01-0

6-Chlorouracil

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

3764-01-0
4270-27-3
Synthesis of 6-Chlorouracil from 2,4,6-Trichloropyrimidine
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View Lastest Price from 6-Chlorouracil manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
6-chlorouracil pictures 2024-12-24 6-chlorouracil
4270-27-3
1Kg 99.9% 200tons airuikechemical co., ltd.
6-Chlorouracil pictures 2023-03-14 6-Chlorouracil
4270-27-3
1kg 98%Min 1000kg LY Global chemicals co.,ltd .
6-Chlorouracil pictures 2021-12-03 6-Chlorouracil
4270-27-3
$10.00 1Kg/Bag 99% 20 Tons Hebei Zhanyao Biotechnology Co. Ltd
6-chloro-1H-pyrimidine-2,4-dione Chlorouracil 6-Chlorouracil ,99% 2,4(1H,3H)-Pyrimidinedione, 6-chloro- (9CI) 6-Chlorouracil,98+% 4-Chloro-2,6-dihydroxypyrimidine, 6-Chloro-2,4-dihydroxypyrimidine, 6-Chlorouracil Tragliptin Starter 1 Impurity 4 6-chloro-1,2,3,4-tetrahydropyriMidine-2,4-dione AURORA KA-4918 6 - chlorine uracil 6-Chloro-2,4-pyriMidinediol NSC 210419 NSC 43265 6-Chloropyrimidine-2,4(1H,3H)-dione, 6-Chloro-2,4-dioxo-1,2,3,4-tetrahydropyrimidine 6-CHLOROURACIL 6-CHLORO-2,4-DIHYDROXYPYRIMIDINE 6-CHLORO-2,4(1H,3H)-PYRIMIDINEDIONE 4-CHLORO-2,6-DIHYDROXYPYRIMIDINE TIMTEC-BB SBB004104 SPECS AB-323/25048125 2,4(1H,3H)-Pyrimidinedione, 6-chloro- 2,4-Pyrimidinediol,6-chloro- 6-Chloro-2,4-dihydroxypyrimidine~4-Chlorouracil orouraciL Trelagliptin Impurity 50 6-Chlorouracil> 6- Chloro pyrimidine-2,4(1H,3H)-dione (6-Chlorouracil) 6-Chloropyrimidine-2,4(1H,3H)-dione? (Sitagliptin Impurity) 6-Chloro uracil & 4-Chloro uracil Alogliptin Benzoate Impurity1639 TIANFU-CHEM 6-Chlorouracil 6-Chlorouracil (or) 6-Chloropyrimidine-2,4(1H,3H)-dione 6-Chlorouracil 98% 4-CHLOROURACIL 4270-27-3 4720-27-3 4720-27-3 C4H3CIN2O2 C4H3N2O2Cl Nucleosides, Nucleotides, Oligonucleotides Nucleoside Analogs BioChemical Biochemicals and Reagents PYRIMIDINE Pyridines, Pyrimidines, Purines and Pteredines Biochemistry Nucleobases and their analogs Nucleosides, Nucleotides & Related Reagents bc0001