Grundinformationen
- CAS
71-30-7- Standard-SMILES
Nc1cc[nH]c(=O)n1- InChIKey
OPTASPLRGRRNAP-UHFFFAOYSA-N- Summenformel
- C4H5N3O
- Durchschnittliche Molmasse
- 111,1 g/mol
- Monoisotopische Masse
- 111,04326179
Namen und Bezeichner
- Bevorzugter Name
- Cytosine
- IUPAC
- 6-amino-1H-pyrimidin-2-one
- Lokaler Name
- Cytosin
- Englischer Name
- Cytosine
- Summenformel
- C4H5N3O
- Molmasse
- 111.1
Namen und Synonyme
cytosine71-30-74-Amino-2-hydroxypyrimidine4-aminopyrimidin-2(1H)-oneCytosinimine2(1H)-Pyrimidinone, 4-amino-4-Amino-2(1H)-pyrimidinone6-amino-1H-pyrimidin-2-oneDTXSID4044456NSC-277878J337D1HZYCHEBI:16040
Weitere Namen anzeigen
CytosinCyt4-AMINO-2(1)-PYRIMIDONE4-Amino-1H-pyrimidin-2-oneZytosin
4-amino-3h-pyrimidin-2-oneDTXCID2024456NSC277876-amino-1,2-dihydropyrimidin-2-oneRefChem:5728200-749-54-Aminouracil6-Aminopyrimidin-2(1h)-One
Datenbank-Bezeichner
- CAS
71-30-7- PubChem CID
- 597
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- -1,7
- Polarare Oberfläche (TPSA)
- 67,5 Ų
- H-Brücken-Donoren
- 2
- H-Brücken-Akzeptoren
- 2
- Frei drehbare Bindungen
- 0
- Schwere Atome
- 8
- Formalladung
- 0
- Komplexität
- 170
Experimentelle und physikochemische Eigenschaften
LogP-1.73
Solubility
8.0 mg/mL
>16.7 [ug/mL] (The mean of the results at pH 7.4)
Melting Point> 300 °C
Vapor Pressure0.00109 [mmHg]
Physical Description
Monohydrate: Lustrous solid; [Merck Index] White powder; [Alfa Aesar MSDS]
Solid
Ionization Efficiency
Positive
2.5
2.7
Agilent XCT
Electrospray ionization
formic acid (5.3nM)
Collision Cross Section
118.8 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID4044456]；117.3 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: APCI+; Dataset: TOXCAST; Source Identifier: DTXSID4044456]
117.5 Ų [M+H]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]；122.8 Ų [M+H]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
This chemical does not meet GHS hazard criteria for 13.6% (8 of 59) of reports.
Warning
H315 (86.4%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (86.4%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (84.7%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract 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 59 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Reported as not meeting GHS hazard criteria per 8 of 59 reports by companies.；There are 8 notifications provided by 51 of 59 reports by companies with hazard statement code(s).；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Gefahrenhinweise
Regulatory Information
Chemical: 2(1H)-Pyrimidinone, 4-amino-
Status: Active Update: 26-06-2012 https://echa.europa.eu/registration-dossier/-/registered-dossier/6166
2(1H)-Pyrimidinone, 4-amino-: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - 2(1H)-Pyrimidinone, 4-amino-: Environment tier I assessment
Hazards SummaryCauses somnolence and changes in motor activity in intraperitoneal lethal-dose studies of mice; [RTECS] A skin and strong eye irritant; [Alfa Aesar MSDS]
Hazard Classes and Categories
Chemie und Industrie
Pharmakologische Informationen
Tissue LocationsBlood；Epidermis；Fibroblasts；Intestine；Neuron；Placenta；Prostate；Skeletal Muscle；Spleen；Testis
Cellular LocationsExtracellular
Verwendung und Herstellung
UsesComponent of nucleic acids found throughout nature; [Merck Index] Used in biochemical research; [Alfa Aesar MSDS]
General Manufacturing Information2(1H)-Pyrimidinone, 6-amino-: ACTIVE
Anwendungen
BeschreibungCytosine is pyrimidine; along with adenine and guanine they account for the fi ve nucleic acid bases. Pyrimidines are heterocyclic single-ringed compounds based on the structure of pyrimidine. Cytosinelike adenine and guanine, form nucleosides and nucleotides in RNA and DNA. When the bases combine with ribose, a ribonucleoside forms; and when it attaches to deoxyribose, a deoxyribosenucleoside is formed. Names of the nucleoside are summarized in Table 29.1.these in turn combine with phosphoryl groups, in a process called phosphorylation, to form their respective nucleotides that form nucleic acids.the nucleotides can be tri, di, and mono phosphate nucleotides similar to the way in which adenine forms ATP, ADP, and AMP.
HistoryCytosine is first isolated by hydrolysis of calf thymus tissue by Albrecht Kossel (1853–1927) and A. Neumann during 1893–1894. Thymine’s structure was published in 1900 and confi rmed over the next several years when it was synthesized by several investigators. In 1903, cytosine was synthesized by Henry Lord Wheeler (1867–1914) and Treat B. Johnson, confirming its structure. Uracil was first isolated in 1900 from yeast nucleic acid found in bovine thymus and herring sperm.the methylation of uracil produces thymine; thymine is also called 5-methyluracil because methylation takes place at the fi fth carbon in uracil to produce thymine.
Zugehörige Reaktionen
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