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85375-15-1 molecular structure
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1-(4,4-diphenylbut-3-en-1-yl)piperidine-3-carboxylic acid hydrochloride

ChemBase ID: 72758
Molecular Formular: C22H26ClNO2
Molecular Mass: 371.90034
Monoisotopic Mass: 371.16520676
SMILES and InChIs

SMILES:
c1cccc(c1)/C(=C/CCN1CC(CCC1)C(=O)O)/c1ccccc1.Cl
Canonical SMILES:
OC(=O)C1CCCN(C1)CC/C=C(/c1ccccc1)\c1ccccc1.Cl
InChI:
InChI=1S/C22H25NO2.ClH/c24-22(25)20-13-7-15-23(17-20)16-8-14-21(18-9-3-1-4-10-18)19-11-5-2-6-12-19;/h1-6,9-12,14,20H,7-8,13,15-17H2,(H,24,25);1H
InChIKey:
SNGGBKYQZVAQKA-UHFFFAOYSA-N

Cite this record

CBID:72758 http://www.chembase.cn/molecule-72758.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
1-(4,4-diphenylbut-3-en-1-yl)piperidine-3-carboxylic acid hydrochloride
IUPAC Traditional name
1-(4,4-diphenylbut-3-en-1-yl)piperidine-3-carboxylic acid hydrochloride
Synonyms
SKF 89976A hydrochloride
1-(4,4-Diphenyl-3-butenyl)-3-piperidinecarboxylic acid hydrochloride
SKF-89976A
CAS Number
85375-15-1
MDL Number
MFCD01321071
PubChem SID
162037679
24278796
PubChem CID
6917797

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
PubChem 6917797 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 3.423893  H Acceptors
H Donor LogD (pH = 5.5) 1.7419478 
LogD (pH = 7.4) 1.7434552  Log P 1.744291 
Molar Refractivity 111.4549 cm3 Polarizability 39.503056 Å3
Polar Surface Area 40.54 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Pharmacology Properties Product Information Bioassay(PubChem)
Solubility
DMSO: soluble20 mg/mL expand Show data source
H2O: insoluble expand Show data source
Apperance
white solid expand Show data source
Storage Condition
-20°C expand Show data source
MSDS Link
Download expand Show data source
German water hazard class
3 expand Show data source
Personal Protective Equipment
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter expand Show data source
Storage Temperature
2-8°C expand Show data source
Target
Angiotensin receptor expand Show data source
Gene Information
human ... SLC6A1(6529), SLC6A11(6538), SLC6A12(6539)rat ... Slc6a1(79212), Slc6a12(50676) expand Show data source
Purity
>98% (HPLC) expand Show data source
Salt Data
hydrochloride expand Show data source
Empirical Formula (Hill Notation)
C22H25NO2 · HCl expand Show data source

DETAILS

DETAILS

Selleck Chemicals Selleck Chemicals Sigma Aldrich Sigma Aldrich
Selleck Chemicals - S1589 external link
Research Area: Neurological Disease
Biological Activity:
SKF 89976A is a GABA transporter type 1 inhibitor with IC50 of 0.13, 550, 944 and 7210 μM for hGAT-1, rGAT-2, hGAT-3 and hBGT-1 respectively. It is selective for GAT-1. It inhibits transport current competitively (Ki = 7 μM) and transmitter-gated current non-competitively (Ki = 0.03 nM). Able to pass the blood-brain barrier after systemic administration and is active in vivo. [1]References on SKF 89976A HCl[1] Acta Physiol Scand. , 152(2):173-9, 1994 Oct.
Sigma Aldrich - S9066 external link
Biochem/physiol Actions
GABA transporter type 1 (GAT-1) inhibitor that crosses the blood brain barrier.

REFERENCES

REFERENCES

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  • • Lewin L et al. Acta Physiol Scand. 1994 Oct;152(2)
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PATENTS

PATENTS

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INTERNET

INTERNET

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