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73-24-5

73-24-5 Structure

73-24-5 Structure
IdentificationMore
[Name]

Adenine
[CAS]

73-24-5
[Synonyms]

1,6-DIHYDRO-6-IMINOPURINE
1H-PURIN-6-AMINE
1H-Purin-6-amine phosphate
6-AMINO-1H-PURINE
6-AMINOPURINE
7H-PURIN-6-AMINE
9H-PURIN-6-YLAMINE
ADENINE
AKOS NCG1-0070
AURORA KA-681
LABOTEST-BB LT00012671
VITAMIN B4
1,6-dihydro-6-imino-9h-purin
1H-Purine, 6-amino-
1h-purine,6-amino
1H-Purine-6-amine
3,6-Dihydro-6-iminopurine
6-Amino-3H-purine
6-Amino-7H-purine
6-Amino-9H-purine
[EINECS(EC#)]

200-796-1
[Molecular Formula]

C5H5N5
[MDL Number]

MFCD00041790
[Molecular Weight]

135.13
[MOL File]

73-24-5.mol
Chemical PropertiesBack Directory
[Description]

adenine is one of the purine nitrogenous bases that composes DNA and RNA; composed of two carbon–nitrogen rings. Adenine bonds with thymine in DNA and with uracil in RNA (see base pairing rule); it is also a major component of other molecules such as adenosine triphosphate.
[Appearance]

White to almost white crystalline powder
[mp ]

>360 °C(lit.)
[Melting point ]

>360 °C (lit.)
[Boiling point ]

238.81°C (rough estimate)
[density ]

1.3795 (rough estimate)
[refractive index ]

1.7000 (estimate)
[Fp ]

220°C
[storage temp. ]

Store at RT.
[solubility ]

0.5 M HCl: soluble20mg/mL, Grade III, colorless to faint yellow or tan
[pka]

4.12(at 25℃)
[form ]

Liquid or Solid
[color ]

Clear colorless to light yellow
[PH Range]

7
[Odor]

Odorless
[Stability:]

Stable. Moisture-sensitive. Incompatible with strong oxidizing agents.
[Water Solubility ]

0.5 g/L (20 ºC)
[Merck ]

14,152
[Sublimation ]

220 ºC
[BRN ]

5777
[InChIKey]

GFFGJBXGBJISGV-UHFFFAOYSA-N
[CAS DataBase Reference]

73-24-5(CAS DataBase Reference)
[NIST Chemistry Reference]

Adenine(73-24-5)
[EPA Substance Registry System]

73-24-5(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

Xn,Xi
[Risk Statements ]

R22:Harmful if swallowed.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
[RIDADR ]

UN 2811 6.1/PG 3
[WGK Germany ]

3
[RTECS ]

AU6125000
[F ]

8-10-23
[TSCA ]

Yes
[HazardClass ]

6.1
[PackingGroup ]

III
[HS Code ]

29389000
[Safety Profile]

Poison by intraperitoneal route. Moderately toxic by ingestion. An experimental teratogen. Experimental reproductive effects. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx,.
[Toxicity]

LD50 orally in rats: 745 mg/kg (Philips)
Raw materials And Preparation ProductsBack Directory
【Raw materials】

Ethanol-->Phosphorus oxychloride-->Hydroxylamine hydrochloride-->Disodium hydrosulfite-->N,N-Dimethylaniline-->Potassium chloride-->6-Hydroxypurine-->4,6-DIAMINO-5-NITROPYRIMIDINE-->6-Chloropurine-->4,6-Dichloro-5-nitropyrimidine-->Adenine phosphate salt(1:1)-->2-methylsulfanyl-7H-purin-6-amine-->4,5,6-TRIAMINOPYRIMIDINE SULFATE-->6-AMINO-2-MERCAPTOPURINE-->6-N-HYDROXYLAMINOPURINE
【Preparation Products】

Acyclovir-->3-METHYLADENINE-->6-benzylaminopurine-->Coenzyme A-->Adenine phosphate salt(1:1)-->Purine
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

6-Aminopurine (73-24-5).msds
Hazard InformationBack Directory
[Chemical Properties]

Adenine is a prominent member of the family of naturally occurring purines. Adenine occurs not only in ribonucleic acids (RNA), and deoxyribonucleic acids (DNA), but in nucleosides, such as adenosine, and nucleotides, such as adenylic acid, which may be linked with enzymatic functions quite apart from nucleic acids. Adenine, in the form of its ribonucleotide, is produced in mammals and fowls endogenously from smaller molecules and no nutritional essentiality is ascribed to it. In the nucleosides, nucleotides, and nucleic acids, the attachment or the sugar moiety is at position 9.
The purines and pyrimidines absorb ultraviolet light readily, with absorption peaks at characteristic frequencies. This has aided in their identification and quantitative determination.
[Chemical Properties]

White to almost white crystalline powder
[Physical properties]

Adenine is a white crystalline substance that is an important biological compound found in deoxyribonucleic acid (DNA), ribonucleic acid (RNA), and adenosine triphosphate (ATP). It was once commonly referred to as vitamin B4 but is no longer considered a vitamin. Adenine is derived from purine. Purine is a heterocyclic compound.
[History]

Adenine is one of the two purines found in DNA and RNA. The other is guanine. Adenine and guanine are called bases in reference to DNA and RNA. A nucleic acid base attached to ribose forms a ribonucleoside. Adenine combined with ribose produces the nucleoside adenosine.
[Uses]

A purine nucleobase and a component of DNA
[Uses]

enteric coating
[Uses]

Widespread throughout animal and plant tissues combined with niacinamide, d-ribose, and phosphoric acids; a constituent of nucleic acids and coenzymes, such as codehydrase I and II, adenylic acid, coa laninedehydrase. It is used in microbial determination of niacin; in research on heredity, virus diseases, and cancer.
[Uses]

local antiseptic
[Uses]

Vitamin B4
[Definition]

A nitrogenous base found in DNA and RNA. It is also a constituent of certain coenzymes and when combined with the sugar ribose it forms the nucleoside adenosine found in AMP, ADP, and ATP. Adenine has a purine ring structure.
[Definition]

adenine: A purine derivative. It isone of the major component bases ofnucleotides and the nucleic acidsDNA and RNA.
[Definition]

ChEBI: The parent compound of the 6-aminopurines, composed of a purine having an amino group at C-6.
[Synthesis Reference(s)]

Journal of the American Chemical Society, 88, p. 3829, 1966 DOI: 10.1021/ja00968a028
[Purification Methods]

Crystallise adenine from distilled water. [Beilstein 26 III/IV 3561.]
Spectrum DetailBack Directory
[Spectrum Detail]

Adenine(73-24-5) Raman
Adenine(73-24-5) 1H NMR
Adenine(73-24-5) 13C NMR
Adenine(73-24-5) MS
Adenine(73-24-5) IR1
Adenine(73-24-5) IR2
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Adenine, 99.5+%(73-24-5)
[Alfa Aesar]

Adenine, 99%(73-24-5)
[Sigma Aldrich]

73-24-5(sigmaaldrich)
[TCI AMERICA]

Adenine,>98.0%(LC)(T)(73-24-5)
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