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73-24-5

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Identification

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 Properties

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 Data

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


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 Products

Material Safety Data Sheet(MSDS)

Hazard Information

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.]

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