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Details

Stereochemistry ACHIRAL
Molecular Formula C10H13ClN4.2ClH
Molecular Weight 297.612
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DBO-83

SMILES

Cl.Cl.ClC1=NN=C(C=C1)N2C[C@@H]3CC[C@H](C2)N3

InChI

InChIKey=FMBGHZXNKMHVDT-QFHMQQKOSA-N
InChI=1S/C10H13ClN4.2ClH/c11-9-3-4-10(14-13-9)15-5-7-1-2-8(6-15)12-7;;/h3-4,7-8,12H,1-2,5-6H2;2*1H/t7-,8+;;

HIDE SMILES / InChI

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C10H13ClN4
Molecular Weight 224.69
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
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/9513595 | http://onlinelibrary.wiley.com/doi/10.1002/(SICI)1098-2299(199703)40:3%3C251::AID-DDR5%3E3.0.CO;2-J/abstract | http://onlinelibrary.wiley.com/doi/10.1002/(SICI)1098-2299(199810)45:2%3C45::AID-DDR1%3E3.0.CO;2-Q/full

DBO-83 is a 3,8-diazabicyclo[3.2.1]octane derivative with antinociceptive properties. DBO-83 exhibits high affinity for the α4β2 subtype and is a full agonist at α4β2 and ganglionic receptors but lacks appreciable activity at neuromuscular receptors. DBO-83 exhibits antinociceptive activity in both rat and mouse models of acute and persistent pain. In addition DBO-83 modulates memory functions in rodents.

Originator

Approval Year

PubMed

PubMed

TitleDatePubMed
Mono- and disubstituted-3,8-diazabicyclo[3.2.1]octane derivatives as analgesics structurally related to epibatidine: synthesis, activity, and modeling.
1998 Feb 26
The therapeutic potential of nicotinic acetylcholine receptor agonists for pain control.
2001 Oct
Patents

Sample Use Guides

DBO-83 (1–5 mg/kg ip) prevented amnesia in mice. BO-83 (10–20 mg/kg ip in the mouse; 10–20 mg/kg ip in the rat) produced significant antinociception.
Route of Administration: Intraperitoneal
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Sat Dec 16 08:00:29 GMT 2023
Edited
by admin
on Sat Dec 16 08:00:29 GMT 2023
Record UNII
M16W0AK91T
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DBO-83
Common Name English
3,8-DIAZABICYCLO(3.2.1)OCTANE, 3-(6-CHLORO-3-PYRIDAZINYL)-, DIHYDROCHLORIDE
Systematic Name English
3,8-DIAZABICYCLO(3.2.1)OCTANE, 3-(6-CHLORO-3-PYRIDAZINYL)-, HYDROCHLORIDE (1:2)
Systematic Name English
Code System Code Type Description
EPA CompTox
DTXSID70585137
Created by admin on Sat Dec 16 08:00:29 GMT 2023 , Edited by admin on Sat Dec 16 08:00:29 GMT 2023
PRIMARY
FDA UNII
M16W0AK91T
Created by admin on Sat Dec 16 08:00:29 GMT 2023 , Edited by admin on Sat Dec 16 08:00:29 GMT 2023
PRIMARY
CAS
195211-53-1
Created by admin on Sat Dec 16 08:00:29 GMT 2023 , Edited by admin on Sat Dec 16 08:00:29 GMT 2023
PRIMARY
PUBCHEM
16219278
Created by admin on Sat Dec 16 08:00:29 GMT 2023 , Edited by admin on Sat Dec 16 08:00:29 GMT 2023
PRIMARY
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