6-METHYLAMINOPURINE 9-RIBOFURANOSIDE CAS 1867-73-8

Introduction:Basic information about 6-METHYLAMINOPURINE 9-RIBOFURANOSIDE CAS 1867-73-8, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

6-METHYLAMINOPURINE 9-RIBOFURANOSIDE Basic information

Product Name:6-METHYLAMINOPURINE 9-RIBOFURANOSIDE
Synonyms:CS-1297;Adenosine Impurity 15;NSC-29409;6-Methylaminopurine D-riboside;6-Methylaminopurine ribonucleoside;6-Methylaminopurinosine;Adenosine, N-methyl-;(2R,3S,4R,5R)-2-(HydroxyMethyl)-5-(6-(MethylaMino)-9H-purin-9-yl)tetrahydrofuran-3,4-diol
CAS:1867-73-8
MF:C11H15N5O4
MW:281.27
EINECS:200-001-2
Product Categories:Inhibitors
Mol File:1867-73-8.mol

6-METHYLAMINOPURINE 9-RIBOFURANOSIDE Chemical Properties

Melting point 172 °C
Boiling point 649.1±65.0 °C(Predicted)
density 1.85±0.1 g/cm3(Predicted)
storage temp. Keep in dark place,Sealed in dry,2-8°C
solubility DMSO (Slightly), Methanol (Slightly, Heated, Sonicated)
pka13.12±0.70(Predicted)
form Powder
color White to off-white
PH4.0
λmax262 (pH 1);266 (pH 7)
Stability:Hygroscopic
InChIInChI=1S/C11H15N5O4/c1-12-9-6-10(14-3-13-9)16(4-15-6)11-8(19)7(18)5(2-17)20-11/h3-5,7-8,11,17-19H,2H2,1H3,(H,12,13,14)/t5-,7-,8-,11-/m1/s1
InChIKeyVQAYFKKCNSOZKM-IOSLPCCCSA-N
SMILESOC[C@H]1O[C@@H](N2C3C(=C(N=CN=3)NC)N=C2)[C@H](O)[C@@H]1O

Safety Information

6-METHYLAMINOPURINE 9-RIBOFURANOSIDE Usage And Synthesis

DescriptionN6-Methyladenosine is an adenosine analog. It inhibits epinephrine-induced contraction of isolated guinea pig ileum and thoracic aorta when used at a concentration of 10 μM. N6-Methyladenosine (1 mg/kg, i.v.) decreases arterial blood pressure and renal blood flow and increases peripheral resistance in anesthetized dogs. It also inhibits tumor growth in the C3H/ST and C3HB/ST mouse models of spontaneous mammary adenocarcinomas. N6-Methyladenosine is also the most prevelant mRNA modification in eukaryotes and has roles in cell viability and development.
UsesN6-Methyladenosine is the most common internal modification of eukaryotic mRNA. The result of this modification is specifically recognized mRNA in the cytoplasm which regulates mRNA stability.N6-Methyladenosine is made when a protein complex containin the writer enzyme METTL3 adds a methyl group to adenosine. Two different eraser enzymes ALKBH5 and FTO can remove a methyl group to turn m6A bach into adenosine.
DefinitionChEBI: A methyladenosine compound with one methyl group attached to N6 of the adenine nucleobase.
References[1] S.W. LESLIE  T. S M  J L Borowitz. Adenosine Analogs: Structure-Activity Relationships in Vascular and Intestinal Smooth Muscle[J]. Journal of pharmaceutical sciences, 1973, 62 9: Pages 1449-1452. DOI: 10.1002/jps.2600620911
[2] T BHANALAPH. Effect of adenosine and some of its analogs on renal hemodyamics.[J]. Journal of medicine, 1973, 4 3: 178-188.
[3] LEONELL C. STRONG PH.D.  Henry M B S. Comparison of the effect of three nucleosides and a liver emulsion upon the inhibition of cancer in mice[J]. Journal of Surgical Oncology, 1972, 4 3: 248-254. DOI: 10.1002/jso.2930040308
[4] XIAO WANG. N6-methyladenosine-dependent regulation of messenger RNA stability[J]. Nature, 2013, 505 7481: 117-120. DOI: 10.1038/nature12730

6-METHYLAMINOPURINE 9-RIBOFURANOSIDE Preparation Products And Raw materials

Preparation ProductsAdenosine, N-methyl-3'-O-methyl- (9CI)-->N(6),O(2)-Dimethyladenosine-->N6-Methyladenosine N1-oxide-->Adenosine
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