9H-purin-6-amine hydrochloride

• ChemBase ID: 73226
• Molecular Formular: C5H6ClN5
• Molecular Mass: 171.58764
• Monoisotopic Mass: 171.0311729
• SMILES: c12c(c(ncn1)N)nc[nH]2.Cl
• Canonical SMILES: Nc1ncnc2c1nc[nH]2.Cl
• InChI: InChI=1S/C5H5N5.ClH/c6-4-3-5(9-1-7-3)10-2-8-4;/h1-2H,(H3,6,7,8,9,10);1H
• InChIKey: UQVDQSWZQXDUJB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 9H-purin-6-amine hydrochloride
• IUPAC Traditional name: adenine hydrochloride
• Synonyms: Adenine hydrochloride; Adenine hydrochloride hydrate; 6-Aminopurine hydrochloride; Adenine hydrochloride; 6-Aminopurine HCl; Adenine monohydrochloride; 6-氨基嘌呤 盐酸盐 水合物; 腺嘌呤盐酸盐; 腺嘌呤 单盐酸盐

Database IDs

• CAS Number: 2922-28-3; 2922-28-3(anhydrous); 6055-72-7
• EC Number: 220-867-0
• MDL Number: MFCD00075782; MFCD00150864
• Beilstein Number: 4009585
• PubChem SID: 24891498; 24891361; 24845207; 162038146
• PubChem CID: 76219

CALCULATED PROPERTIES

• Acid pKa: 9.903183
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.70830727
• LogD (pH = 7.4): -0.53768605
• Log P: -0.5310127
• Molar Refractivity: 36.5993 cm^3
• Polarizability: 13.358205 Å^3
• Polar Surface Area: 80.48 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble50 mg/mL
• Apperance: powder
• Melting Point: ~285 °C (dec.); ca 290°C dec.

Safety Information

• Storage Condition: -20°C; Room Temperature (15-30°C)
• European Hazard Symbols: X; Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• Safety Statements: 36
• TSCA Listed: 是
• GHS Pictograms: GHS06; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H301; H302
• GHS Precautionary statements: P264-P270-P301+P310-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves; Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Target: Antimetabolites

Product Information

• Purity: ≥99%; ≥99.0% (HPLC); 98+%, cont. up to ca 5% water
• Salt Data: hydrochloride
• Suitability: suitable for cell culture
• Loss on Drying: ≤5% loss on drying
• Empirical Formula (Hill Notation): C5H5N5 · HCl

DETAILS

MP Biomedicals - 02194608

Cell Culture Reagent
Hydrochloride

Selleck Chemicals - S1983

Research Area: Cancer
Biological Activity:
Adenine hydrochloride is a hydrochloride salt form of adenine which is a purine derivative and a nucleobase with a variety of roles in biochemistry including cellular respiration, in the form of both the energy-rich adenosine triphosphate (ATP) and the cofactors nicotinamide adenine dinucleotide (NAD) and flavin adenine dinucleotide (FAD), and protein synthesis, as a chemical component of DNA and RNA. The shape of adenine is complementary to either thymine in DNA or uracil in RNA. Adenine is one of the two purine nucleobases (the other being guanine) used in forming nucleotides of the nucleic acids. In DNA, adenine binds to thymine via two hydrogen bonds to assist in stabilizing the nucleic acid structures. In RNA, which is used for protein synthesis, adenine binds to uracil. Adenine forms adenosine, a nucleoside, when attached to ribose, and deoxyadenosine when attached to deoxyribose. Adenine forms adenosine triphosphate (ATP), a nucleotide, when three phosphate groups are added to adenosine. Adenosine triphosphate is used in cellular metabolism as one of the basic methods of transferring chemical energy between chemical reactions. [1]References on Adenine HCl[1] [1] http://en.wikipedia.org/wiki/Adenine, ,

Sigma Aldrich - A8751

Application
Adenine is a purine nucleobase with a wide range of chemical and biochemical roles in vivo and in vitro. It is a regulatory molecule and a component of DNA, RNA, cofactors (NAD, FAD) and signaling molecules (cAMP).

REFERENCES

• http://en.wikipedia.org/wiki/Adenine