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C4662

Sigma-Aldrich

Carbetapentane citrate salt

Synonym(s):

1-Phenylcyclopentanecarboxylic acid 2-(2-diethylaminoethoxy)ethyl ester citrate salt

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About This Item

Empirical Formula (Hill Notation):
C20H31NO3 · C6H8O7
CAS Number:
23142-01-0
Molecular Weight:
525.59
EC Number:
245-449-5
MDL number:
MFCD00055697
UNSPSC Code:
12352200
PubChem Substance ID:
24277965

solubility

H2O: soluble

SMILES string

OC(=O)CC(O)(CC(O)=O)C(O)=O.CCN(CC)CCOCCOC(=O)C1(CCCC1)c2ccccc2

InChI

1S/C20H31NO3.C6H8O7/c1-3-21(4-2)14-15-23-16-17-24-19(22)20(12-8-9-13-20)18-10-6-5-7-11-18;7-3(8)1-6(13,5(11)12)2-4(9)10/h5-7,10-11H,3-4,8-9,12-17H2,1-2H3;13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)

InChI key

AKJDEXBCRLOVTH-UHFFFAOYSA-N

Gene Information

human ... OPRL1(4987) , OPRS1(10280) , SIGMAR1(10280)

Biochem/physiol Actions

High affinity σ1 agonist; ORL1 antagonist; antitussive.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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S Shah et al.
British journal of pharmacology, 125(3), 510-516 (1998-11-07)
1. Electrical field stimulation (EFS) of guinea-pig isolated main bronchi induced a non-adrenergic non-cholinergic (NANC) contractile response. Nociceptin (0.01-1 microm) significantly inhibited the contractile response to EFS (P<0.01), but not to capsaicin (P>0.05). 2. The mu-, delta- and kappa-opioid receptor
T Kobayashi et al.
British journal of pharmacology, 120(6), 986-987 (1997-03-01)
Taking advantage of the functional coupling of the nociceptin/orphanin FQ receptor with the G-protein-activated inwardly rectifying K+ (GIRK) channel, we investigated the effects of various sigma ligands on the nociceptin/orphanin FQ receptor in Xenopus oocytes co-injected with the cloned nociceptin/orphanin
D R Wallace et al.
Journal of neurochemistry, 64(2), 700-710 (1995-02-01)
Cross-reactions between dopamine D3 and sigma receptor ligands were investigated using (+/-)-7-hydroxy-N,N-di-n-[3H]propyl-2-aminotetralin [(+/-)-7-OH-[3H]-DPAT], a putative D3-selective radioligand, in conjunction with the unlabeled sigma ligands 1,3-di(2-tolyl)guanidine (DTG), carbetapentane, and R(-)-N-(3-phenyl-1-propyl)-1-phenyl-2-aminopropane [R(-)-PPAP]. In transfected CCL1.3 mouse fibroblasts expressing the human D3 receptor
A proposal for the classification of sigma binding sites.
R Quirion et al.
Trends in pharmacological sciences, 13(3), 85-86 (1992-03-01)
S J Annels et al.
Brain research, 564(2), 341-343 (1991-11-15)
The non-opioid antitussive drugs, dextromethorphan, caramiphen and carbetapentane, are also anticonvulsant. The effects of these antitussives on potassium-stimulated release of endogenous amino acids from rabbit hippocampal slices was tested. All 3 drugs significantly reduced the release of glutamate, with carbetapentane

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