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Details

Stereochemistry ABSOLUTE
Molecular Formula C19H25N3.ClH
Molecular Weight 331.883
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of U-92016A hydrochloride

SMILES

Cl.CCCN(CCC)[C@@H]1CCC2=C(C1)C3=C(NC(=C3)C#N)C=C2

InChI

InChIKey=XHLKAMFNZKKRFJ-PKLMIRHRSA-N
InChI=1S/C19H25N3.ClH/c1-3-9-22(10-4-2)16-7-5-14-6-8-19-18(17(14)12-16)11-15(13-20)21-19;/h6,8,11,16,21H,3-5,7,9-10,12H2,1-2H3;1H/t16-;/m1./s1

HIDE SMILES / InChI
U-92016A is a psychoactive drug and research chemical used in scientific studies. U-92016A acts as a potent, high efficacy, and selective 5-HT1A receptor full agonist with a long duration of action.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
0.1 nM [Ki]
35.0 nM [Ki]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Characterization of U-92016A as a selective, orally active, high intrinsic activity 5-hydroxytryptamine1A agonist.
1994 Nov
Patents

Patents

Sample Use Guides

Male rats used in the biochemical and motor activity experiments were of the Sprague- Dawley strain (ALAB,Sollentuna, Sweden), weighing 200-300 g. U-92016A was administrated po (10 mkM/kg) or iv (4.0mkM/kg).
Route of Administration: Other
In Vitro Use Guide
Male Sprague-Dawley rats (160-225 g) were killed by decapitation and the whole brain with the exception of the brain stem and cerebellum was rapidly removed, weighed, and chilled in ice cold 0.9% sodium chloride. Each brain was homogenized (Ultra-Turrax, 20 s) in 10 mL of ice cold 50 mM Tris buffer (pH 8.0 at 25 oC) containing 120 mM sodium chloride, 4 mM calcium chloride, and 4 mM magnesium chloride and centrifuged at 20000g at 4OC for 10 min. Pellets were resuspended in 10 mL of fresh buffer and preincubated for 10 min in a 37 OC water bath and then recentrifuged. Final pellets were homogenized in 100 volumes (w/v) of Tris buffer (as described above) containing 10 mkM pargyline. The incubation tubes were kept on ice in triplicates and received 100 pL of U-92016A solution in water (or water for total binding) and 1000 mkL of membrane suspension (corresponds to 10 mg of original tissue). The binding experiment was initiated by addition of 100 mkL of [3H]-8-OH-DPAT (specific activity 219-221 Ci/mmol) in ascorbic acid (the final incubation concentration was 1 nM [3H]-8-OH-DPAT in 0.1% ascorbic acid). After incubation for 15 min at 37 OC the reaction was terminated by separation of the free radioligand from bound by rapid vacuum filtration using a cell harvester equipment (Brandels 48 sample harvester). The tubes were rinsed with 4 mL, and the filters (Whatman GFB) were washed twice with 4 mL of ice cold 0.9% sodium chloride.
Name Type Language
U-92016A hydrochloride
Code English
U92016A
Code English
3H-BENZ(E)INDOLE-2-CARBONITRILE, 8-(DIPROPYLAMINO)-6,7,8,9-TETRAHYDRO-, HYDROCHLORIDE (1:1), (8R)-
Systematic Name English
3H-BENZ(E)INDOLE-2-CARBONITRILE, 8-(DIPROPYLAMINO)-6,7,8,9-TETRAHYDRO-, MONOHYDROCHLORIDE, (R)-
Systematic Name English
3H-BENZ(E)INDOLE-2-CARBONITRILE, 8-(DIPROPYLAMINO)-6,7,8,9-TETRAHYDRO-, MONOHYDROCHLORIDE, (8R)-
Systematic Name English
U-92,016-A
Code English
(R)-8-Dipropylamino-6,7,8,9-tetrahydro-3H-benzo[e]indole-2-carbonitrile hydrochloride
Systematic Name English
Code System Code Type Description
PUBCHEM
56972129
Created by admin on Sat Dec 16 18:02:15 GMT 2023 , Edited by admin on Sat Dec 16 18:02:15 GMT 2023
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WIKIPEDIA
U-92,016-A
Created by admin on Sat Dec 16 18:02:15 GMT 2023 , Edited by admin on Sat Dec 16 18:02:15 GMT 2023
PRIMARY
CAS
149654-41-1
Created by admin on Sat Dec 16 18:02:15 GMT 2023 , Edited by admin on Sat Dec 16 18:02:15 GMT 2023
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FDA UNII
DSP36A348S
Created by admin on Sat Dec 16 18:02:15 GMT 2023 , Edited by admin on Sat Dec 16 18:02:15 GMT 2023
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EPA CompTox
DTXSID00432645
Created by admin on Sat Dec 16 18:02:15 GMT 2023 , Edited by admin on Sat Dec 16 18:02:15 GMT 2023
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