Adenosine,N,N-dimethyl-

CAS

2620-62-4

Catalog Number

ACM2620624

Category

Other Products

Molecular Weight

295.29

Molecular Formula

C₁₂H₁₇N₅O₅

MSDS COA Spec Sheet

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Specification

Synonyms

6-Dimethylaminopurine-9-riboside; N6,N6-DIMETHYLADENOSINE; N(6),N(6)-dimethyladenosine;

IUPAC Name

(2R,3R,4S,5R)-2-[6-(dimethylamino)purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol

Canonical SMILES

CN(C)C1=NC=NC2=C1N=CN2C3C(C(C(O3)CO)O)O

InChI Key

WVGPGNPCZPYCLK-WOUKDFQISA-N

Boiling Point

607.3ºC at 760 mmHg

Melting Point

184-185ºC

Flash Point

321.1ºC

Density

1.71 g/cm³

Appearance

White Powder

EC Number

220-057-7

Exact Mass

295.12800

H-Bond Acceptor

H-Bond Donor

Upstream Synthesis Route 1

31199-61-8

2620-62-4

Reference: [1]Current Patent Assignee: KIRIN HOLDINGS CO., LTD.; Kyowa Kirin (in: Kirin Holdings) - US2015/376611, 2015, A1
Location in patent: Paragraph 0489; 0490
[2]Current Patent Assignee: KIRIN HOLDINGS CO., LTD.; Kyowa Kirin (in: Kirin Holdings) - US2017/354673, 2017, A1
Location in patent: Paragraph 0715; 0716; 0717
[3]Kissman et al.
[Journal of the American Chemical Society, 1955, vol. 77, p. 18,22,23]
Andrews; Barber
[Journal of the Chemical Society, 1958, p. 2768,2770]

Upstream Synthesis Route 2

124-40-3
3510-73-4

2620-62-4

Reference: [1]Weiss et al.
[Journal of the American Chemical Society, 1959, vol. 81, p. 4050,4054]

Downstream Synthesis Route 1

67-64-1
2620-62-4

19083-21-7

Reference: [1]Maki, Yoshifumi; Kameyama, Keiji; Suzuki, Mikio; Sako, Magoichi; Hirota, Kosaku
[Journal of Chemical Research, Miniprint, 1984, # 12, p. 3601 - 3654]
[2]Kato; Zemlicka
[Journal of Organic Chemistry, 1980, vol. 45, # 20, p. 4006 - 4010]
[3]Andrews; Barber
[Journal of the Chemical Society, 1958, p. 2768,2770]
[4]Bhattarai, Sanjay; Freundlieb, Marianne; Pippel, Jan; Meyer, Anne; Abdelrahman, Aliaa; Fiene, Amelie; Lee, Sang-Yong; Zimmermann, Herbert; Yegutkin, Gennady G.; Sträter, Norbert; El-Tayeb, Ali; Müller, Christa E.
[Journal of Medicinal Chemistry, 2015, vol. 58, # 15, p. 6248 - 6263]
[5]Luo, Xiao; Li, Meng; Zhan, Kaiyu; Yang, Wei; Zhang, Lihe; Wang, KeWei; Yu, Peilin; Zhang, Liangren
[Chemical Biology and Drug Design, 2018, vol. 91, # 2, p. 552 - 566]

* For details of the synthesis route, please refer to the original source to ensure accuracy.