134-63-4 Usage
Description
(–)-Lobeline is an alkaloid that has been found in Lobelia and has diverse biological activities. It binds to nicotinic acetylcholine receptors (nAChRs) in rat brain homogenates (Ki = 4 nM) and has antinociceptive effects in the tail-flick assay in mice. (–)-Lobeline (0.3 and 0.9 mg/kg) reduces the number of errors in a repeated acquisition procedure in the radial arm maze in rats. It also decreases immobility time in the forced swim test and feeding latency in the novelty suppressed feeding test, indicating antidepressant-like activity, in mice when administered at doses of 1 and 4 mg/kg.
Chemical Properties
White to Off-White Solid
Uses
Different sources of media describe the Uses of 134-63-4 differently. You can refer to the following data:
1. A neuronal nicotinic acetylcholine receptor agonist. A respiratory stimulant
2. A neuronal nicotinic acetylcholine receptor agonist. A CNS stimulant.
Biological Activity
High affinity nicotinic receptor ligand, with a K i value of 4.4 nM in rat brain.
in vitro
clastogenicity of lobeline and possible interactions between lobeline and ethyl alcohol were investigated in a mutagen-sensitivity assay on cultures of human lymphoblastoid cell lines. lobeline alone was not clastogenic, but there was a marked increase in genetic damage resulting from a coclastogenic interaction between lobeline and ethyl alcohol. [5]
in vivo
male c57bl/6j mice were individually housed and acclimatized to 10% alcohol. lobeline is a partial nicotinic agonist that attenuates alcohol consumption and preference in male c57bl/6j mice. [3] cf-1 male mice received an intraperitoneal injection of lobeline (5 or 10mg/kg). lobeline did not show genotoxic or mutagenic effects and did not increase the ethanol-induced genotoxic effects in blood. lobeline also protected blood cells against oxidative damage induced by hydrogen peroxide. [4]
Check Digit Verification of cas no
The CAS Registry Mumber 134-63-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,3 and 4 respectively; the second part has 2 digits, 6 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 134-63:
(5*1)+(4*3)+(3*4)+(2*6)+(1*3)=44
44 % 10 = 4
So 134-63-4 is a valid CAS Registry Number.
InChI:InChI=1/C22H27NO2.ClH/c1-23-19(15-21(24)17-9-4-2-5-10-17)13-8-14-20(23)16-22(25)18-11-6-3-7-12-18;/h2-7,9-12,19-21,24H,8,13-16H2,1H3;1H/t19-,20+,21+;/m0./s1
134-63-4Relevant articles and documents
Synthetic method of lobeline hydrochloride
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, (2021/06/09)
The invention relates to the technical field of medicine synthesis, and particularly discloses a method for synthesizing lobeline hydrochloride. The method comprises the following steps: performing acylation reaction on ethyl acetoacetate and benzoyl chloride serving as raw materials in the presence of NaOH, NH4Cl and the like, performing hydrolysis reaction on the obtained ethyl benzoylacetate in water in the presence of potassium hydroxide to obtain benzoylacetic acid, carrying out a condensation reaction with glutaraldehyde and methylamine hydrochloride in a citric acid buffer solution, carrying out a reduction reaction on lobeline diketone hydrochloride obtained by the condensation reaction in a mixed solution composed of potassium borohydride, activated carbon, sodium hydroxide and methanol, quenching the reducing agent in the obtained reaction liquid by sulfuric acid, sequentially filtering, extracting, concentrating, cooling and crystallizing to obtain lobeline racemate, then adding L-DBTA, and sequentially performing resolution, dissociation and hydrochlorination to obtain lobeline hydrochloride. The synthesis method has the characteristics of few synthesis steps, simple synthesis conditions, convenience in operation and the like, and the used raw materials have the characteristics of wide source, low price and the like.
Enantioselective synthesis of lobeline via nonenzymatic desymmetrization
Birman, Vladimir B.,Jiang, Hui,Li, Ximin
, p. 3237 - 3240 (2008/02/11)
Lobeline has been prepared in enantiopure form via desymmetrization of lobelanidine with use of BTM, a nonenzymatic enantioselective acyl transfer catalyst.
