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Details

Stereochemistry ACHIRAL
Molecular Formula C34H45N3O
Molecular Weight 511.7406
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SB-699551

SMILES

CN(C)CCN(CC1=CC=C(C=C1)C2=CC=C(CNCCC3=CC=CC=C3)C=C2)C(=O)CCC4CCCC4

InChI

InChIKey=SEQAMPXQRKYYQF-UHFFFAOYSA-N
InChI=1S/C34H45N3O/c1-36(2)24-25-37(34(38)21-16-28-10-6-7-11-28)27-31-14-19-33(20-15-31)32-17-12-30(13-18-32)26-35-23-22-29-8-4-3-5-9-29/h3-5,8-9,12-15,17-20,28,35H,6-7,10-11,16,21-27H2,1-2H3

HIDE SMILES / InChI

Molecular Formula C34H45N3O
Molecular Weight 511.7406
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

SB-699551 is the first selective serotonin 5A receptor antagonist. SB-699551 showed an anxiolytic-like property in animal model. It demostrated efficacy against schizophrenia-like cognitive deficits and negative symptoms in rats. Blockade of 5-HT5A receptor with SB-699551 appear to be able to impair the consolidation of memory in rodents. In addition, 5-HT-induced spinal antinociception in the capsaicin and acetic acid tests was blocked by SB-699551.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
8.5 null [pKi]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown
Primary
Unknown

PubMed

Sample Use Guides

In Vivo Use Guide
guinea pigs: 0.3, 1 or 3 mg/kg s.c. rodents: 1-60 mg/kg, i.p.
Route of Administration: Other
In Vitro Use Guide
In guinea pig dorsal raphe slices, SB-699551-A (1 uM) did not alter neuronal firing per se but attenuated the 5-carboxamidotryptamine-induced depression in serotonergic neuronal firing in a subpopulation of cells insensitive to the 5-HT1A receptor-selective antagonist WAY-100635 (100 nM).
Substance Class Chemical
Record UNII
3FN59X9DPR
Record Status Validated (UNII)
Record Version