ChemicalBook > CAS DataBase List > Adenine

Adenine

Product Name
Adenine
CAS No.
73-24-5
Chemical Name
Adenine
Synonyms
9H-Purin-6-amine;Adenin;6-AMINOPURINE;Vitamin B4;7H-PURIN-6-AMINE;Ade;ANE;Purin-6-amine;1H-PURIN-6-AMINE;6-Amino-9H-purine
CBNumber
CB1323708
Molecular Formula
C5H5N5
Formula Weight
135.13
MOL File
73-24-5.mol
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Adenine Property

Melting point:
>360 °C (lit.)
Boiling point:
238.81°C (rough estimate)
Density 
1.3795 (rough estimate)
refractive index 
1.7000 (estimate)
Flash point:
220°C
storage temp. 
2-8°C
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
Odor
Odorless
PH Range
7
Water Solubility 
0.5 g/L (20 ºC)
Sublimation 
220 ºC
Merck 
14,152
BRN 
5777
Stability:
Stable. Moisture-sensitive. Incompatible with strong oxidizing agents.
InChIKey
GFFGJBXGBJISGV-UHFFFAOYSA-N
LogP
-0.090
CAS DataBase Reference
73-24-5(CAS DataBase Reference)
NIST Chemistry Reference
Adenine(73-24-5)
EPA Substance Registry System
Adenine (73-24-5)
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Safety

Hazard Codes 
Xn,Xi
Risk Statements 
22-20/21/22
Safety Statements 
26-36
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 
29335990
Toxicity
LD50 orally in rats: 745 mg/kg (Philips)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
1152-M
Product name
Adenine - CAS 73-24-5 - Calbiochem
Purity
Synthetic, therefore free of any contamination with related natural products.
Packaging
10g
Price
$97.6
Updated
2024/03/01
Sigma-Aldrich
Product number
1152-M
Product name
Adenine - CAS 73-24-5 - Calbiochem
Purity
Synthetic, therefore free of any contamination with related natural products.
Packaging
25g
Price
$114
Updated
2024/03/01
Sigma-Aldrich
Product number
1152-M
Product name
Adenine - CAS 73-24-5 - Calbiochem
Purity
Synthetic, therefore free of any contamination with related natural products.
Packaging
100g
Price
$389
Updated
2024/03/01
Sigma-Aldrich
Product number
1012101
Product name
Adenine
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
200mg
Price
$394
Updated
2024/03/01
TCI Chemical
Product number
A0149
Product name
Adenine
Purity
>99.0%(HPLC)(T)
Packaging
25g
Price
$72
Updated
2024/03/01
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Adenine Chemical Properties,Usage,Production

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.

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.

Physical properties

Adenine is a white to almost white crystalline powder 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

Adenine is used as an active component of boron-deficient media to grow yeast in order to assess whether yeast growth is stimulated by boron. It is useful as a local antiseptic and vitamin B4. Further, it is used in the microbial determination of niacin. It is also employed as a food supplement for adult rats to investigate the effects of dietary adenine overload. In addition to this, it is used in the production of nucleotides of the nucleic acids.

Definition

ChEBI: Adenine is the parent compound of the 6-aminopurines, composed of a purine having an amino group at C-6. It has a role as a human metabolite, a Daphnia magna metabolite, a Saccharomyces cerevisiae metabolite, an Escherichia coli metabolite and a mouse metabolite. It is a purine nucleobase and a member of 6-aminopurines. It derives from a hydride of a 9H-purine.

Application

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.

Synthesis Reference(s)

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

General Description

Adenine is a purine nucleobase. It is part of DNA, and RNA. Adenine is also a component of cofactors (NAD, FAD) and signaling molecules (cAMP). It is 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. It is one of the major component bases ofnucleotides and the nucleic acidsDNA and RNA.

Biochem/physiol Actions

Adenine is essential for many in vivo and in vitro biochemical processes. Adenine is converted to adenosine with ribose. On phosphorylation, it forms AMP, ADP and ATP. ATP is the energy currency of the cell and is required during cellular metabolism. Adenine is metabolized to is 2,8-dihydroxyadenine, which on accumulation in proximal tubules leads to the induction of chronic kidney disease (CKD) with severe anemia in rats. Adenine based derivatives elicit antiviral functionality against dsDNA viruses and are exploited for generating antiviral scaffolds.

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,.

Purification Methods

Crystallise adenine from distilled water. [Beilstein 26 III/IV 3561.]

Adenine Preparation Products And Raw materials

Raw materials

Concentrated hydrochloric acid Adenine phosphate salt（1：1） Sodium dithionite 6-Chloropurine Ethanol 4,6-Dichloro-5-nitropyrimidine 4,6-DIAMINO-5-NITROPYRIMIDINE Phosphorus oxychloride 6-Hydroxypurine Decolorized activated carbon N,N-Dimethylaniline Hydroxylamine hydrochloride Potassium chloride

Preparation Products

Adenine phosphate salt（1：1） 6-benzylaminopurine Acyclovir Coenzyme A 3-METHYLADENINE
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Adenine Suppliers

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View Lastest Price from Adenine manufacturers

HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
Product
Adenine 73-24-5
Price
US $999.00-800.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000
Release date
2024-08-21
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Adenine 73-24-5
Price
US $0.00/Kg/Drum
Min. Order
1KG
Purity
98.0%~102.0%; USP42
Supply Ability
30tons/month
Release date
2021-06-03
Xinxiang Aurora Biotechnology Co.,Ltd.
Product
Adenine 73-24-5
Price
US $0.00/Kg
Min. Order
1Kg
Purity
98%
Supply Ability
20Ton
Release date
2024-10-28

73-24-5, AdenineRelated Search:

Adenosine Adenine Sulfate Acitretin ADENOSINE-5'-DIPHOSPHOGLUCOSE Adenosine-5'-diphosphate disodium salt 2-THIOADENOSINE Adenosine 5'-monophosphate S-Adenosyl-L-methionine Adenine phosphate(1:x) Adenine phosphate salt（1：1） Adenine hydrochloride Adenine hydrochloride hemihydrate Thiamine chloride Vitamin A palmitate Tocopheryl acetate Vitamin E VITAMIN K5 Menatetrenone

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