6-Chlorouracil

HCID 73272
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Basic information

CAS
4270-27-3
Standard SMILES
O=c1cc(Cl)[nH]c(=O)[nH]1
InChIKey
PKUFNWPSFCOSLU-UHFFFAOYSA-N
Molecular formula
C4H3ClN2O2
Average molar mass
146.53 g/mol
Monoisotopic mass
145.98830502

Overview

radiolabelled with 36Cl

Names & identifiers

Preferred name
6-Chlorouracil
IUPAC
6-chloro-1H-pyrimidine-2,4-dione
English name
6-Chlorouracil
Molecular formula
C4H3ClN2O2
Molecular weight
146.53

Names & synonyms

6-Chlorouracil4270-27-3NSC-43265C5DTQ2CL5HNSC-210419DTXSID70195396RefChem:541999DTXCID80117887224-258-06-Chloropyrimidine-2,4-diol6-chloropyrimidine-2,4(1H,3H)-dione107577-09-3
Show more names
NSC 43265orouraciLNSC 210419ChlorouracilAURORA KA-49186-Chlorouracil>6-Chlorouracil 98%
4-Chlorouracil6-chloro-1H-pyrimidine-2,4-dione6-Chloro-2,4(1H,3H)-pyrimidinedione6-chloro-1,2,3,4-tetrahydropyrimidine-2,4-dione4-Chloro-2,6-dihydroxypyrimidine2,4-Pyrimidinediol, 6-chloro- (9CI)MFCD000145956-Chloro-2,4-dihydroxypyrimidine

Database identifiers

CAS
4270-27-3
PubChem CID
73272
DTXSID
DTXSID70195396
UNII
C5DTQ2CL5H
EC Number
224-258-0
Nikkaji
J205.677A

Properties

Computed structural properties

XLogP
-0.3
Topological polar surface area
58.2 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
2
Rotatable bonds
0
Heavy atoms
9

Experimental & physicochemical properties

SpringerMaterials PropertiesNuclear quadrupole resonance spectroscopy

Physicochemical properties

Melting point
290 · 290-295°C
Boiling point
300 °C · 300°C
Density
1.61 · 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

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 50 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

PPE
dust mask type N95 (US), Eyeshields, Gloves
wgk
3
hs_code
29335990
risk_code
36/37/38
Signal word
Warning
Symbol(GHS)
GHS07

Chemistry & industry

Applications · 2 items

Uses6-Chlorouracil acts as an inhibitor of yeast alcohol dehydrogenase (ADH-H). 6-Chlorouracil is a potential inhibitor of DNA repair glycosylases.

UsesChlorouracil (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.

Upstream & downstream products

Suppliers100 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
韶远科技（上海）有限公司021-50795510 4000665055 · [email protected]
科瑞迪化学400-821-5857 021-64326257 · [email protected]
上海迈瑞尔生化科技有限公司4006356688 18621169109 · [email protected]

Related reactions

28 records
New reaction record

Compound notes

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