ChemicalBook >> CAS DataBase List >>Guanine

Guanine

CAS No.
73-40-5
Chemical Name:
Guanine
Synonyms
2-AMINO-1,9-DIHYDRO-6H-PURIN-6-ONE;Gua;Guanin;quanine;2-AMINO-1,7-DIHYDRO-6H-PURIN-6-ONE;ci75170;pearlessence;Pearl Essence;6H-Purin-6-one;2-AMINO-6-HYDROXYPURINE
CBNumber:
CB3259805
Molecular Formula:
C5H5N5O
Lewis structure
c5h5n5o lewis structure
Molecular Weight:
151.13
MDL Number:
MFCD00071533
MOL File:
73-40-5.mol
MSDS File:
SDS
Last updated:2023-10-09 22:51:44

Guanine Properties

Melting point >300 °C (lit.)
Boiling point 273.11°C (rough estimate)
Density 1.4456 (rough estimate)
refractive index 2.0000 (estimate)
storage temp. 2-8°C
solubility 1 M NaOH: 0.1 M at 20 °C, clear, colorless
form Powder
pka 9.92(at 40℃)
color White to cream
Odor Odorless
Water Solubility practically insoluble
Decomposition 360°C
Merck 14,4564
BRN 9680
Stability Stable. Incompatible with strong oxidizing agents.
InChIKey UYTPUPDQBNUYGX-UHFFFAOYSA-N
LogP -0.910
FDA 21 CFR 73.1329; 73.2329
CAS DataBase Reference 73-40-5(CAS DataBase Reference)
EWG's Food Scores 1
NCI Dictionary of Cancer Terms guanine
FDA UNII 5Z93L87A1R
NIST Chemistry Reference 6H-Purin-6-one, 2-amino-1,7-dihydro-(73-40-5)
EPA Substance Registry System Guanine (73-40-5)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36-37/39
WGK Germany  3
RTECS  MF8260000
Hazard Note  Irritant
TSCA  Yes
HS Code  29335990
NFPA 704
1
1 0

Guanine price More Price(38)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich G11950 Guanine 98% 73-40-5 10g $30.2 2024-03-01 Buy
Sigma-Aldrich BP879 Guanine British Pharmacopoeia (BP) Reference Standard 73-40-5 25MG $266 2024-03-01 Buy
Sigma-Aldrich 1302156 Guanine United States Pharmacopeia (USP) Reference Standard 73-40-5 100mg $483 2024-03-01 Buy
TCI Chemical G0169 Guanine >98.0%(T)(HPLC) 73-40-5 1g $16 2024-03-01 Buy
TCI Chemical G0169 Guanine >98.0%(T)(HPLC) 73-40-5 25g $34 2024-03-01 Buy
Product number Packaging Price Buy
G11950 10g $30.2 Buy
BP879 25MG $266 Buy
1302156 100mg $483 Buy
G0169 1g $16 Buy
G0169 25g $34 Buy

Guanine Chemical Properties,Uses,Production

Organic bases

Guanine is an organic base that is widespread in the animal and the plant kingdom. The chemical name is 2-amino-6-oxo-purin. It is colorless square crystals or crystalline powder. In the aqueous solution containing a large excess of ammonia, it will become small diamond crystal after slowly evaporating the water. It has a melting point of 360 ℃ (partially decomposed and sublimated). It can be dissolved in ammonia water, caustic soda and dilute mineral acid, slightly soluble in ethanol, ethyl ether, and insoluble in water. It has a strong UV absorption. It is the major composition of guanosine and guanylate. Its hydrochloride monohydrate is powdery crystals with water being loss at 100 ℃ and hydrogen chloride being loss at 200 ℃. It can be dissolved in acidified water but is insoluble in water, alcohol, and ether. Guanine can be obtained through the hydrolysis of scale in hydrochloric acid. It is an important base composition of nucleic acids, being one of the four major bases of DNA and RNA as well as the compassion of various kinds of guanylate. Its N9 can be connected with the C1 of ribose or deoxyribose with β-glycosidic bond to obtain guanosine or deoxy-guanosine.
[Major application]: for biochemical research and preparation of caffeine and other drugs.
Its chemical composition is 2-amino-6-mercaptopurine. It, together with adenine, constitutes the two major purines bases in the nucleic acid. Through binding to ribose guanosine or deoxyribose guanosine through the glycosidic linkages, the corresponding triphosphates are guanosine triphosphate or deoxyguanosine triphosphate, respectively. They are the precursor of guanine during the biosynthesis process of RNA and DNA.

6-Thioguanine

6-Thioguanine belongs to another kind of common purine metabolism antagonist in the inhibition of the purine synthesis pathway and is a cell cycle specific drugs to which those cells locating in the cycle S period are most sensitive. In addition to inhibit the biosynthesis of cellular DNA, it also has mild inhibitory effect on the biosynthesis of RNA. This product is a kind of guanosine analogs. It becomes active only after being converted to 6-TG ribonucleotide via the phosphor-ribosyltransferase inside human body. The action process of this product is similar to that of mercapto-purine. In addition, 6-TG ribonucleotide, through its inhibitory effect on guanylate kinase, can prevent the phosphorylation of guanosine monophosphate (GMP) into guanosine diphosphate (GDP). This product, after being metabolized into deoxyribonucleoside triphosphate, can be embedded in DNA, thus further inhibiting the biosynthesis of nucleic acids while mercaptopurine having no effect. The product has cross-resistance with mercaptopurine while it can have its efficacy improved upon combination with other drugs such as cytarabine. Its oral absorption after oral administration is incomplete, at about 30%. Only a relatively small amount of the drug can shift from the blood to penetrate through the blood-brain barrier, therefore at generally oral dose, it is insufficient to prevent and treat meningeal leukemia. The activation and decomposition process of the product both proceeds in the liver with being de-activated through either shifting the amino-methyl mercaptopurine via methylation or shifting to mercaptopurine via deamination. However, the metabolic process of inactivation is not related to xanthine oxidase, therefore taking allopurinol has no significant inhibitory effect on the metabolism of this product. The half-life of intravenous injection is 25~240 min with the average period being 80 min. Through being excreted through the kidneys, for one time of oral administration, about 40% of the drug is excreted in urine in the form of metabolites within 24h with only trace amount of 6-Thioguanine being detected in the urine.

Chemical Properties

It is colorless needle crystal or amorphous powder. The melting point is 360 ℃ (decomposition). It is easily soluble in acid and alkali, slightly soluble in alcohol, ether, but insoluble in water.
The above information is edited by the chemicalbook of Dai Xiongfeng.

Uses

It can be used for biochemical studies.
It can be used as the intermediates of the antiviral drugs acyclovir.
It can be used as the intermediate of thioguanine and open-ringed guanine.

Production method

5-amino-4-imidazolyl amide can have esterification reaction with isothiocyanate methylbenzene to generate ester, and then successfully reacted with methyl iodide, ammonia to synthesize it.

Chemical Properties

white to light yellow crystal powder

History

Guanine is one of the two purines comprising the five nucleic acid bases. Much of the information regarding the general role of nucleic acid bases is covered in Adenine and Cytosine. Guanine gets its name from guano, from which it was first isolated in the 1840s. Albrecht Kossel (1853 1927) determined that guanine (as well as adenine, cytosine, thymine and uracil) was a component of nucleic acid in the last two decades of the 19th century. Similar to adenine, guanine combines with ribose to form a nucleoside. The nucleoside produced is guanosine, which in turn combines with one to three phosphoryls to yield the nucleotides guanosine monophosphate (GMP), guanosine diphosphate (GDP), and guanosine triphosphate (GTP), respectively. Guanine nucleotides play an important role in metabolism including the conversion of adenosine diphosphate (ADP) to adenosine triphosphate (ATP) and carbohydrate metabolism.

Uses

Guanine is a crystalline amorphous substance that is found in guano, fish scales, and theliver of certain mammals. Guanine is responsible for the silvery iridescence of certain fishscales. Before its discovery, guanine was scraped from fish scales and used to coat beads to produceimitation pearls. Thus it was called pearl essence or pearly white in the 1700s. Guanineobtained from fish scales is used in cosmetics, especially for eye cosmetics and nail polishes.

Uses

guanine is mixed in water and used primarily in nail polish to achieve a pearlized effect. It has been greatly replaced by either synthetic pearl or aluminum and bronze particles. guanine is obtained from plant or animal sources.

Uses

Guanine is on one of the five nucleobases incorporated into biological nucleic acids. Guanine, along with adenine and cytosine, is present in both DNA and RNA, whereas thymine is usually seen only in DNA, and uracil only in RNA.

Definition

ChEBI: A 2-aminopurine carrying a 6-oxo substituent.

Definition

guanine: A purine derivative. It isone of the major component bases ofnucleotides and the nucleic acidsDNA and RNA.

Definition

A nitrogenous base found in DNA and RNA. Guanine has a purine ring structure.

General Description

Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.
Guanine is one of the building blocks of both RNA and DNA that plays a significant role in protein biosynthesis as well as the storage of genetic information.

Biological Activity

guanine is one of the four main nucleobases found in the nucleic acids dna and rna.guanine is a purine derivative, consisting of a fused pyrimidine-imidazole ring system with conjugated double bonds.

2387-48-6
7440-06-4
73-40-5
Synthesis of Guanine from 2,4-DIAMINO-6-HYDROXY-5-NITROSOPYRIMIDINE and Platinum
Global( 781)Suppliers
Supplier Tel Email Country ProdList Advantage
Hebei Mojin Biotechnology Co., Ltd
+86-13288715578 +86-13231137666 sales@hbmojin.com China 12409 58
Henan Bao Enluo International TradeCo.,LTD
+86-17331933971 +86-17331933971 deasea125996@gmail.com China 2504 58
Henan Fengda Chemical Co., Ltd
+8613613820652 info@fdachem.com China 4685 58
Capot Chemical Co.,Ltd.
571-85586718 +8613336195806 sales@capotchem.com China 29797 60
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21703 55
Shanghai Time Chemicals CO., Ltd.
+86-021-57951555 +8617317452075 jack.li@time-chemicals.com China 1807 55
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795 ivan@atkchemical.com China 32480 60
Hefei TNJ Chemical Industry Co.,Ltd.
+86-0551-65418679 +86-18949832763 info@tnjchem.com China 2989 55
Shanxi Naipu Import and Export Co.,Ltd
+86-13734021967 +8613734021967 kaia@neputrading.com China 1011 58
Shanghai Zheyan Biotech Co., Ltd.
18017610038 zheyansh@163.com CHINA 3620 58

View Lastest Price from Guanine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Guanine pictures 2024-03-19 Guanine
73-40-5
US $40.00-36.00 / kg 10kg 99.99% 100Tons Hebei Dangtong Import and export Co LTD
Guanine pictures 2024-01-12 Guanine
73-40-5
US $1.00-100.00 / mg 100mg 0.99 5ton/month ANHUI SHENGZHIKAI BIOTECHNOLOGY CO.,LTD
Guanine pictures 2024-01-11 Guanine
73-40-5
US $122.00-1.00 / KG 1KG 99% g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
  • Guanine pictures
  • Guanine
    73-40-5
  • US $40.00-36.00 / kg
  • 99.99%
  • Hebei Dangtong Import and export Co LTD
  • Guanine pictures
  • Guanine
    73-40-5
  • US $1.00-100.00 / mg
  • 0.99
  • ANHUI SHENGZHIKAI BIOTECHNOLOGY CO.,LTD
  • Guanine pictures
  • Guanine
    73-40-5
  • US $122.00-1.00 / KG
  • 99%
  • Henan Fengda Chemical Co., Ltd
9H-Guanine Valaciclovir EP Impurity A Guanine Vetec(TM) reagent grade, 99% 6H-Purin-6-one, 2-amino-1,7-dihydro- (9CI) 6H-purin-6-one, 2-amino-3,7-dihydro- Guanine (8CI) InChI=1/C5H5N5O/c6-5-9-3-2(4(11)10-5)7-1-8-3/h1H,(H4,6,7,8,9,10,11 Mearlmaid AA Acyclovir EP Impurity B GUANINE BIOULTRA c.i.naturalwhite1 2-AMINOHYPOXANTHINE 2-AMINO-6-PURINOL 2-AMINO-1,9-DIHYDRO-PURIN-6-ONE AKOS B019969 6-N-HYDROXYAMINOPURINE 6-HYDROXY-2-AMINOPURINE GUANINE LABOTEST-BB LT00847382 ART-CHEM-BB B019969 cinaturalwhite1 Dew Pearl dewpearl stellapolaris TIMTEC-BB SBB004065 GUANINE SIGMA GRADE GUANINE SIGMAULTRA GUANINE GRADE II GUANINE, ULTRA PURE GRADE 99+% GUANINE, 98+% GUANINE (2-AMINO-6-HYDROXYPURINE) Guanine99% GuanineForBiochemistry GUANINE GR FOR BIOCHEMISTRY 2-AMINO-6-HYDROXYPURINE (ACYCLOVIR) GUANINE,REAGENT Guanie 2-AMINO-6-HYDROXYPURINE(GUANINE) GUANINEACYCLOVIR 2-amino-1,7-dihydro- 2-amino-1,7-dihydro-6h-purin-6-on 2-amino-hypoxanthin 6H-Purin-6-one,2-amino-1,7-dihydro- C.I. 75170 C.I. Natural White 1 c.i.75170 guamine Guanine enol guanineenol Hypoxanthine, 2-amino- Imidoxanthine Mearlmaid Natural Pearl Essence naturalpearlessence naturalwhite1 Stella Polaris GUANINE extrapure 2-Amino-1H-purin-6-ol