Details
| Stereochemistry | RACEMIC |
| Molecular Formula | C16H25NO.BrH |
| Molecular Weight | 328.288 |
| Optical Activity | ( + / - ) |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
Br.CCCN(CCC)C1CCC2=CC=CC(O)=C2C1
InChI
InChIKey=BATPBOZTBNNDLN-UHFFFAOYSA-N
InChI=1S/C16H25NO.BrH/c1-3-10-17(11-4-2)14-9-8-13-6-5-7-16(18)15(13)12-14;/h5-7,14,18H,3-4,8-12H2,1-2H3;1H
8-Hyroxy-2-Dipropylaminotetralin Hydrobromide (8-OH-DPAT) is a chemical predominantly used in research settings. It is widely regarded as the first identified complete agonist of the 5-HT1a receptor, for which it has a Ki = 3.18 nM. 8-OH-DPAT also acts as an agonist of the 5-HT7 receptor, and as a substrate of the Sodium dependent serotonin transporter (SERT). Although it has never progressed to human clinical trials 8-OH-DPAT has been studied in animal models for a number of conditions both for its own potential and as a benchmark for other compounds.
CNS Activity
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL214 |
1.2 nM [Ki] | ||
Target ID: P34969 Gene ID: 3363.0 Gene Symbol: HTR7 Target Organism: Homo sapiens (Human) |
466.0 nM [Ki] |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Primary | Unknown Approved UseUnknown |
|||
| Primary | Unknown Approved UseUnknown |
|||
| Primary | Unknown Approved UseUnknown |
|||
| Primary | Unknown Approved UseUnknown |
|||
| Primary | Unknown Approved UseUnknown |
|||
| Primary | Unknown Approved UseUnknown |
PubMed
| Title | Date | PubMed |
|---|---|---|
| 8-Hydroxy-2-(di-n-propylamino)tetralin, a new centrally acting 5-hydroxytryptamine receptor agonist. | 1981 Aug |
|
| Evidence for postsynaptic mediation of the hypothermic effect of 5-HT1A receptor activation. | 1992 Jul |
|
| Cloning of a novel human serotonin receptor (5-HT7) positively linked to adenylate cyclase. | 1993 Nov 5 |
|
| Protective effects of the 5-HT1A receptor agonist 8-hydroxy-2-(di-n-propylamino)tetralin against traumatic brain injury-induced cognitive deficits and neuropathology in adult male rats. | 2002 Nov 29 |
Patents
Sample Use Guides
Traumatically brain injured rats were given a single intraperitoneal dose of 8-OH-DPAT (0.1, 0.5, or 1.0 mg/kg) 15 minutes after controlled cortical impact. Motor and cognitive functions were tested on post operative days 1-5 and 14 -18 respectively. Hippocampal cell survival and cortical lesion volume were recorded at 4 weeks. It was observed that 0.5 mg/kg of 8-OH-DPAT conferred neuroprotective effects by attenuating spatial acquisition deficits and reducing hippocampal CA(3) cell loss.
Route of Administration:
Intraperitoneal
Monkey kidney cells (cos-7) were grown and transiently transfected with the vector for the human 5-HT7 receptor. Cells were incubated for 30 minutes at 37 degree Celsius with 5 nM [3H] 5-HT and 7 different concentrations of 8-OH-DPAT. A Ki value of 466 nM was recorded for 8-OH-DPAT.
| Name | Type | Language | ||
|---|---|---|---|---|
|
Systematic Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Systematic Name | English |
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
|
G8TFV2F5CP
Created by
admin on Sat Dec 16 08:49:23 GMT 2023 , Edited by admin on Sat Dec 16 08:49:23 GMT 2023
|
PRIMARY | |||
|
76135-31-4
Created by
admin on Sat Dec 16 08:49:23 GMT 2023 , Edited by admin on Sat Dec 16 08:49:23 GMT 2023
|
PRIMARY | |||
|
6917794
Created by
admin on Sat Dec 16 08:49:23 GMT 2023 , Edited by admin on Sat Dec 16 08:49:23 GMT 2023
|
PRIMARY | |||
|
DTXSID80896822
Created by
admin on Sat Dec 16 08:49:23 GMT 2023 , Edited by admin on Sat Dec 16 08:49:23 GMT 2023
|
PRIMARY |
SUBSTANCE RECORD
