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Details

Stereochemistry ABSOLUTE
Molecular Formula C17H25N5O4
Molecular Weight 363.4115
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SDZ-WAG-994

SMILES

CO[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N2C=NC3=C2N=CN=C3NC4CCCCC4

InChI

InChIKey=JAKAFSGZUXCHLF-LSCFUAHRSA-N
InChI=1S/C17H25N5O4/c1-25-14-13(24)11(7-23)26-17(14)22-9-20-12-15(18-8-19-16(12)22)21-10-5-3-2-4-6-10/h8-11,13-14,17,23-24H,2-7H2,1H3,(H,18,19,21)/t11-,13-,14-,17-/m1/s1

HIDE SMILES / InChI

Molecular Formula C17H25N5O4
Molecular Weight 363.4115
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/9825367 | https://www.ncbi.nlm.nih.gov/pubmed/8822971 | https://www.ncbi.nlm.nih.gov/pubmed/10383546

SDZ-WAG-994 is a potent and selective A1 receptor agonist, discovered by Sandoz. SDZ-WAG-994 was able to induce a dose-related and sustained fall in blood pressure and heart rate in spontaneously hypertensive rats. The compound was investigated in patients with heart failure symptoms and moderate left ventricular systolic dysfunction, where it produced no effect. In patients with patients with permanent atrial fibrillation, SDZ-WAG-994 was able to limit the increase in mean heart rate during exercise. The compound was also tested for treatment of postoperative dental pain, but for all efficacy measures, SDZ-WAG-994 was not significantly different from placebo.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
23.0 nM [Kd]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
In vivo and in vitro evaluation of three controlled release principles of 6-N-cyclohexyl-2'-O-methyladenosine.
2004 May 31
Patents

Patents

Sample Use Guides

In a multicenter, double-blind, randomized, placebo-controlled, parallel group study, patients with permanent atrial fibrillation received 2 mg SDZWAG994 orally.
Route of Administration: Oral
In vitro efficacy of SDZ-WAG-994 was measured by its ability to stimulate adenylate cyclase activity in rat adipocyte membranes. adipocytes from rat epididymal fat pads were homogenized, and adenylate cyclase activity was measured by the formation of [32P]cAMP from [32P]ATP. pEC50 for SDZ-WAG-994 was 6.4.
Substance Class Chemical
Created
by admin
on Sat Dec 16 09:23:37 GMT 2023
Edited
by admin
on Sat Dec 16 09:23:37 GMT 2023
Record UNII
567EWI9U1E
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SDZ-WAG-994
Common Name English
ADENOSINE, N-CYCLOHEXYL-2'-O-METHYL-
Systematic Name English
WAG-994
Code English
Code System Code Type Description
CAS
130714-47-5
Created by admin on Sat Dec 16 09:23:37 GMT 2023 , Edited by admin on Sat Dec 16 09:23:37 GMT 2023
PRIMARY
EPA CompTox
DTXSID30926865
Created by admin on Sat Dec 16 09:23:37 GMT 2023 , Edited by admin on Sat Dec 16 09:23:37 GMT 2023
PRIMARY
FDA UNII
567EWI9U1E
Created by admin on Sat Dec 16 09:23:37 GMT 2023 , Edited by admin on Sat Dec 16 09:23:37 GMT 2023
PRIMARY
PUBCHEM
164305
Created by admin on Sat Dec 16 09:23:37 GMT 2023 , Edited by admin on Sat Dec 16 09:23:37 GMT 2023
PRIMARY
Related Record Type Details
SOLVATE->ANHYDROUS