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Details

Stereochemistry ABSOLUTE
Molecular Formula 2C17H25N5O4.3H2O
Molecular Weight 780.8688
Optical Activity UNSPECIFIED
Defined Stereocenters 8 / 8
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SDZ-WAG-994 SESQUIHYDRATE

SMILES

O.O.O.CO[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N2C=NC3=C2N=CN=C3NC4CCCCC4.CO[C@@H]5[C@H](O)[C@@H](CO)O[C@H]5N6C=NC7=C6N=CN=C7NC8CCCCC8

InChI

InChIKey=PQNUNCWWHZHWNC-XLZUVWGRSA-N
InChI=1S/2C17H25N5O4.3H2O/c2*1-25-14-13(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;;;/h2*8-11,13-14,17,23-24H,2-7H2,1H3,(H,18,19,21);3*1H2/t2*11-,13-,14-,17-;;;/m11.../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

Molecular Formula H2O
Molecular Weight 18.0153
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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 Fri Dec 15 15:31:27 GMT 2023
Edited
by admin
on Fri Dec 15 15:31:27 GMT 2023
Record UNII
0LL796AO8Y
Record Status Validated (UNII)
Record Version
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Name Type Language
SDZ-WAG-994 SESQUIHYDRATE
Common Name English
WAG-994 SESQUIHYDRATE
Common Name English
ADENOSINE, N-CYCLOHEXYL-2'-O-METHYL-, HYDRATE (2:3)
Systematic Name English
Code System Code Type Description
PUBCHEM
71351377
Created by admin on Fri Dec 15 15:31:27 GMT 2023 , Edited by admin on Fri Dec 15 15:31:27 GMT 2023
PRIMARY
CAS
143480-90-4
Created by admin on Fri Dec 15 15:31:27 GMT 2023 , Edited by admin on Fri Dec 15 15:31:27 GMT 2023
PRIMARY
FDA UNII
0LL796AO8Y
Created by admin on Fri Dec 15 15:31:27 GMT 2023 , Edited by admin on Fri Dec 15 15:31:27 GMT 2023
PRIMARY
Related Record Type Details
ANHYDROUS->SOLVATE