3-脱氮腺苷(3-DZA)
3-Deazaadenosine
CAS: 6736-58-9
Molecular Formula: C11H14N4O4
3-脱氮腺苷(3-DZA) - Names and Identifiers
| Name | 3-Deazaadenosine |
| Synonyms | 3dAdo Deaza-Ado NSC 167897 3-Deaza-rA 3-Deazaadenosine 3-DEAZAADENOSINE 3-Deaza-D-adenosine Adenosine, 3-deaza- 1-pentofuranosyl-1H-imidazo[4,5-c]pyridin-4-amine 4-Amino-1-(D-ribofuranosyl)-1H-imidazo(4,5)-pyridine 1H-Imidazo(4,5-c)pyridin-4-amine, 1-beta-D-ribofuranosyl- 4-AMINO-1-[BETA-D-RIBOFURANOSYL]-1H-IMIDAZO[4,5]-PYRIDINE 1H-Imidazo4,5-cpyridin-4-amine, 1-.beta.-D-ribofuranosyl- 1-(beta-D-ribofuranosyl)-1H-imidazo[4,5-c]pyridin-4-amine 1H-Imidazo(4,5-c)pyridine, 4-amino-1-beta-D-ribofuranosyl- (2R,3R,4S,5R)-2-(4-AMino-1H-iMidazo[4,5-c]pyridin-1-yl)-5-(hydroxyMethyl)tetrahydrofuran-3,4-diol |
| CAS | 6736-58-9 |
| InChI | InChI=1/C11H14N4O4/c12-10-7-5(1-2-13-10)15(4-14-7)11-9(18)8(17)6(3-16)19-11/h1-2,4,6,8-9,11,16-18H,3H2,(H2,12,13)/t6-,8-,9-,11-/m1/s1 |
3-脱氮腺苷(3-DZA) - Physico-chemical Properties
| Molecular Formula | C11H14N4O4 |
| Molar Mass | 266.25 |
| Density | 1.90±0.1 g/cm3 (20 ºC 760 Torr) |
| Melting Point | 228-229°C |
| Boling Point | 665.7±65.0 °C(Predicted) |
| Flash Point | 356.4°C |
| Solubility | H2O: 10mg/mL with heating to 60 °C |
| Vapor Presure | 1.25E-18mmHg at 25°C |
| Appearance | Solid |
| Color | White to Off-White |
| pKa | 13.24±0.70(Predicted) |
| Storage Condition | Keep in dark place,Inert atmosphere,2-8°C |
| Refractive Index | 1.834 |
| In vitro study | 3-Deazaadenosine is an inhibitor of S-adenosylhomocysteine hydrolase, with a K i of 3.9 µM. 3-Deazaadenosine shows anti-HIV effect, and inhibits p24 antigen in peripheral blood mononuclear (PBMCs) cells infected with HIV-1 isolates (A012 and A018) with IC 50 s of 0.15 and 0.20 µM, respectively. 3-Deazaadenosine (1-100 µM) inhibits LPS-induced expression of TNF-α mRNA, increases DNA binding activity of NF-κB, and causes proteolytic degradation of IκBα, but Not IκBβ in RAW 264.7 cells. 3-Deazaadenosine (100 µM) enhances nuclear translocation of NF-κB, but blocks LPS-induced NF-κB transcriptional activity, and such inhibition is augmented by the addition of homocysteine. 3-Deazaadenosine (50, 100 µM) dose-dependently inhibits the phosphorylation of Raf and ERK, protein-dependent kinase 1, protein kinase B (Akt), and forkhead transcription factor FoxO1a. 3-Deazaadenosine (50 µM) suppresses vascular smooth muscle cell (VSMC) proliferation via interfering with Ras signaling. |
3-脱氮腺苷(3-DZA) - Risk and Safety
| Safety Description | 24/25 - Avoid contact with skin and eyes. |
| UN IDs | 2811 |
| WGK Germany | 3 |
| HS Code | 29419090 |
| Hazard Class | 6.1(a) |
| Packing Group | II |
3-脱氮腺苷(3-DZA) - Reference Information
| biological activity | 3-Deazaadenosine is an S-adenosylhomocysteine hydrolase (S-adenosylhomocysteine hydroase) inhibitor, ki value is 3.9 μm; 3-Deazaadenosine has anti-inflammatory, anti-proliferative and anti-HIV activities. |
| Target | IC50: 0.15 (HIV-1, A012 isolate), 0.20 µm (HIV-1, A018 isolate) Ki: 3.9 µm (S-adenosylhomocysteine hydroase) |
Last Update：2024-04-09 20:49:11
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View History
3-脱氮腺苷(3-DZA)
BENZYL 4-(2-AMINOPROPYL)PIPERAZINE-1-CARBOXYLATE
4'-Demethyldehydropodophyllotoxin
5-氟喹啉-8-胺(盐酸盐)
methyl 2,6,6-trimethylcyclohex-3-ene-1-carboxylate
6-氟-3-甲基-1H-吲唑
4-溴-6,7-二氢-5H-吡咯并[3,4-B]吡啶
D(+)-A-HYDRAZINOHISTIDINE HYDROCHLORIDE
ACETYL HYDROXYPROLINE
methyltributylammomium bis((trifluoromethyl)sulfonyl)imide
BENZYL 4-(2-AMINOPROPYL)PIPERAZINE-1-CARBOXYLATE
4'-Demethyldehydropodophyllotoxin
5-氟喹啉-8-胺(盐酸盐)
methyl 2,6,6-trimethylcyclohex-3-ene-1-carboxylate
6-氟-3-甲基-1H-吲唑
4-溴-6,7-二氢-5H-吡咯并[3,4-B]吡啶
D(+)-A-HYDRAZINOHISTIDINE HYDROCHLORIDE
ACETYL HYDROXYPROLINE
methyltributylammomium bis((trifluoromethyl)sulfonyl)imide