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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
Lewis structure
c5h5n5 lewis structure
Molecular Weight:
135.13
MDL Number:
MFCD00041790
MOL File:
73-24-5.mol
MSDS File:
SDS
Last updated:2024-05-22 15:24:14

Adenine Properties

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
form Liquid or Solid
pka 4.12(at 25℃)
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)
EWG's Food Scores 1
NCI Dictionary of Cancer Terms ADE; adenine
FDA UNII JAC85A2161
NIST Chemistry Reference Adenine(73-24-5)
EPA Substance Registry System Adenine (73-24-5)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS06
Signal word  Danger
Hazard statements  H301
Precautionary statements  P301+P310+P330
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
8-10-23
TSCA  Yes
HazardClass  6.1
PackingGroup  III
HS Code  29335990
Toxicity LD50 orally in rats: 745 mg/kg (Philips)
NFPA 704
1
2 0

Adenine price More Price(83)

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

Adenine Chemical Properties,Uses,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.]

118-70-7
60100-09-6
73-24-5
Synthesis of Adenine from 4,5,6-TRIAMINOPYRIMIDINE and formamide
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View Lastest Price from Adenine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Adenine pictures 2024-05-24 Adenine
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US $30.00 / kg 1kg 98% 2000kg hebei hongtan Biotechnology Co., Ltd
Adenine pictures 2024-05-24 Adenine
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US $0.00 / Kg/Drum 1KG 99% 200mt Jinan Finer Chemical Co., Ltd
Adenosine Ep Impurity A pictures 2024-04-11 Adenosine Ep Impurity A
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US $0.00-0.00 / mg 10mg 99.90% 10kg/month Guangzhou Tosun Pharmaceutical Limited
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  • Adenine
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  • US $0.00 / Kg/Drum
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Adeninimine Leuco-4 Purine, 6-amino- USAF CB-18 usafcb-18 vitaminb4(adenine) ADENINE FREE BASE PLANT TISSUE CULTURETE STED ADENINE FREE BASE SIGMA GRADE AdenineForBiochemistry AdenineForBiochemistry(6-Aminopurine,VitaminB4) AdenineForBiochemistry99% Crytidine ADENINE (6 -Aminopurine, Vitamin B4) ADENINE FOR BIOCHEMISTRY 99% 1H-Purin-6-amine (9CI) Adenine, 99.5+% ADENINE,98%(BULK ADENINE,SYNTHETIC ADENINE(RG) ADENINE (6-AMINOPURINE)ACTOSIN ADENOCARD LEUSTATIN FLUDARA PREVEON 6-Aminopurine, Vitamin B4 2'-DEOXY-ADENOSINE-3'-5'-DIPHOSPHATE adensoine ADENINE extrapure for biochemistry Vitamin B4 [Adenine (6-Aiminopurine) Phosphate] A2426_SIGMA Adenine (8CI) Adenine (JAN/USP) ADENINE-RING Leucon (TN) Adenine Vetec(TM) reagent grade, >=99% 6-Aminopurine, low endotoxin ≤0.2 EU/mg Adenine, low endotoxin ≤0.2 EU/mgUSP/EP, Grade 1, suitable for cell culture , ≥ 99.5% (HPLC) 9H-Purin-6-yl-amin 9H-Purine, 1,6-dihydro-6-imino- 9H-Purine-6-amine AURORA KA-681 LABOTEST-BB LT00012671 AKOS NCG1-0070 1,6-DIHYDRO-6-IMINOPURINE 9H-PURIN-6-YLAMINE ADENINE 6-AMINO-1H-PURINE Adenine USP24 ADENINE BIOSYNTH ADENINE FREE BASE CELL CULTURE TESTED Pedatisectine B 6-Aminopurine,Adenine Phosphate,Biadenina,Leuco-4,Vitamin B4 ADENINE (Ade) Adenine,99% 7H-Purin-6-ylamine ADENINE(P) Adenine API Adenine (200 mg) Adenine, 99.5+% 25GR ADENINE (8-13C, 95%) Adenine, >=99.5%(HPLC) 1,6-dihydro-6-imino-9h-purin