| Identification | Back Directory | [Name]
2-methylthioadenosine | [CAS]
4105-39-9 | [Synonyms]
Zeatin Impurity
Zeatin Impurity 1
Adenosine, 2-(methylthio)-
2-Methylthioadenosine ( 2-MeS-Ado )
2-[6-AMINO-2-(METHYLSULFANYL)PURIN-9-YL]-5-(HYDROXYMETHYL)OXOLANE-3,4-DIOL
2-Methylthioadenosine ADA inhibitor,platelet ADP receptor (made from GL101374)
(2R,3R,4S,5R)-2-(6-Amino-2-(methylthio)-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol | [Molecular Formula]
C11H15N5O4S | [MDL Number]
MFCD07368402 | [MOL File]
4105-39-9.mol | [Molecular Weight]
313.33 |
| Chemical Properties | Back Directory | [Melting point ]
225 °C | [Boiling point ]
747.6±70.0 °C(Predicted) | [density ]
1.98±0.1 g/cm3(Predicted) | [form ]
Solid | [pka]
13.08±0.70(Predicted) | [color ]
White to off-white | [InChI]
InChI=1S/C11H15N5O4S/c1-21-11-14-8(12)5-9(15-11)16(3-13-5)10-7(19)6(18)4(2-17)20-10/h3-4,6-7,10,17-19H,2H2,1H3,(H2,12,14,15)/t4-,6-,7-,10-/m1/s1 | [InChIKey]
AJNDEAZTAFKOOO-KQYNXXCUSA-N | [SMILES]
OC[C@H]1O[C@@H](N2C3C(=C(N=C(SC)N=3)N)N=C2)[C@H](O)[C@@H]1O |
| Hazard Information | Back Directory | [Chemical Properties]
White to Off-white Crystalline Powder
| [Uses]
2-Methylthioadenosine is a purine nucleoside analog. Purine nucleoside analogs have broad antitumor activity targeting indolent lymphoid malignancies. Anticancer mechanisms in this process rely on inhibition of DNA synthesis, induction of apoptosis, etc[1]. | [Definition]
2-Methylthioadenosine is an adenosine precursor to 2-MeS-ATP, 2-MeS-ADP and 2-MeS-AMP. | [References]
[1] Man S, et al. Potential and promising anticancer drugs from adenosine and its analogs. Drug Discov Today. 2021 Jun;26(6):1490-1500. DOI:10.1016/j.drudis.2021.02.020
[2] Robak T, Robak P. Purine nucleoside analogs in the treatment of rarer chronic lymphoid leukemias. Curr Pharm Des. 2012;18(23):3373-88. DOI:10.2174/138161212801227005 |
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