6-Chlorouracil - ≥99% , CAS No.4270-27-3

CAS: 4270-27-3 Cat. No.: C122459 Fórmula: C₄H₃ClN₂O₂ Peso molecular: 146.53 Beilstein Registry Number: 120492 Número EC: 224-258-0

GRADE & PURITY ≥99%

Synonyms

6-Chloro-2,4-dihydroxypyrimidine | 4-Chlorouracil | SB55682 | 4-Chloro-2,6-dihydroxypyrimidine | F1923-0053 | C2093 | PKUFNWPSFCOSLU-UHFFFAOYSA- | 2,4-Pyrimidinediol, 6-chloro- (9CI) | A18768 | G9BH09J4JW | 6-Chloro-2,4(1H,3H)-pyrimidinedione # | InChI=1/

Storage

Room temperature

Shipped In

Normal

Descripción general

Product Describtion:

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

Product Application:

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.

Specifications

Sinónimos

6-Chloro-2,4-dihydroxypyrimidine | 4-Chlorouracil | SB55682 | 4-Chloro-2,6-dihydroxypyrimidine | F1923-0053 | C2093 | PKUFNWPSFCOSLU-UHFFFAOYSA- | 2,4-Pyrimidinediol, 6-chloro- (9CI) | A18768 | G9BH09J4JW | 6-Chloro-2,4(1H,3H)-pyrimidinedione # | InChI=1/

Especificaciones y pureza

≥99%

Condiciones de almacenamiento de almacenamiento

Room temperature

Enviado en

Normal

Pureza

≥99%

Nombres e identificadores

Pubchem Sid

488184773

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/488184773

Sonrisas canónicas

C1=C(NC(=O)NC1=O)Cl

IUPAC Name

6-chloro-1H-pyrimidine-2,4-dione

InChIKey

PKUFNWPSFCOSLU-UHFFFAOYSA-N

INCHI

1S/C4H3ClN2O2/c5-2-1-3(8)7-4(9)6-2/h1H,(H2,6,7,8,9)

Isómeros SMILES

C1=C(NC(=O)NC1=O)Cl

WGK Alemania

3

Peso molecular

146.53

Beilstein

120492

Reaxy-Rn

120492

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=120492&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Clase Diazines
      • Subclass Pyrimidines and pyrimidine derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Clase: Diazines
• Subclass: Pyrimidines and pyrimidine derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Halopyrimidines
• Alternative Parents: Pyrimidones Hydropyrimidines Aryl chlorides Vinylogous halides Vinylogous amides Heteroaromatic compounds Ureas Lactams Azacyclic compounds Organopnictogen compounds Organooxygen compounds Organonitrogen compounds Organochlorides Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Halopyrimidine - Pyrimidone - Aryl chloride - Aryl halide - Hydropyrimidine - Vinylogous halide - Vinylogous amide - Heteroaromatic compound - Urea - Lactam - Azacycle - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Organochloride - Organohalogen compound - Organic oxide - Organopnictogen compound - Organic nitrogen compound - Organic oxygen compound - Aromatic heteromonocyclic compound
• Descripción: This compound belongs to the class of organic compounds known as halopyrimidines. These are aromatic compounds containing a halogen atom linked to a pyrimidine ring. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Propiedades químicas y físicas

• Solubilidad: Soluble in Ammonium Hydroxide
• Punto de fusión (°C): 295°C(dec.)(lit.)
• Peso molecular: 146.530 g/mol
• XLogP3: -0.300
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 145.988 Da
• Monoisotopic Mass: 145.988 Da
• Topological Polar Surface Area: 58.200 Ų
• Heavy Atom Count: 9
• Formal Charge: 0
• Complexity: 199.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1