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C1119

Sigma-Aldrich

Caroverine hydrochloride

≥98% (HPLC), solid

Synonym(s):

1-[2-(Diethylamino)ethyl]-3-[(4-methoxyphenyl)methyl]-2(1H)-quinoxalinone monohydrochloride

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About This Item

Empirical Formula (Hill Notation):
C22H28ClN3O2
CAS Number:
55750-05-5
Molecular Weight:
401.93
MDL number:
MFCD01684929
UNSPSC Code:
12352200
PubChem Substance ID:
329774856

Quality Level

100

Assay

≥98% (HPLC)

form

solid

solubility

DMSO: >10 mg/mL
H2O: insoluble

storage temp.

2-8°C

SMILES string

Cl.CCN(CC)CCN1C(=O)C(Cc2ccc(OC)cc2)=Nc3ccccc13

InChI

1S/C22H27N3O2.ClH/c1-4-24(5-2)14-15-25-21-9-7-6-8-19(21)23-20(22(25)26)16-17-10-12-18(27-3)13-11-17;/h6-13H,4-5,14-16H2,1-3H3;1H

InChI key

JRNWTJUIMRLKBV-UHFFFAOYSA-N

Biochem/physiol Actions

Caroverine hydrochloride is a nonselective NMDA and AMPA glutamate receptor antagonist. Also, Caroverine hydrochloride is a class B calcium-channel-blocker, antiglutamatergic agent, and acts as an antioxidant when administered to lab animals.

Features and Benefits

This compound is featured on the Glutamate Receptors (Ion Channel Family) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

13 - Non 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

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Certificates of Analysis (COA)

Lot/Batch Number
058K4601

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Zhiqiang Chen et al.
Acta oto-laryngologica, 123(8), 905-909 (2003-11-11)
Intense sound stimulation may result in excessive glutamate release from the inner hair cells, resulting in binding to the postsynaptic glutamate receptors and leading to neuronal degeneration and functional impairment. In this study we investigated the therapeutic effect and time
Klaus Ehrenberger
The international tinnitus journal, 11(1), 34-37 (2006-01-20)
This prospective study, which conformed with good clinical practice (GCP-conform), tested the concept that the topical transtympanic administration of the quinoxaline derivative Caroverine promises a new approach to the treatment of tinnitus. The rationale for the study is the hypothesis
U Kratzer et al.
Neuroscience letters, 349(2), 91-94 (2003-08-30)
Comparable to the anti-craving compound acamprosate, caroverine reduces alcohol withdrawal symptoms by an antagonism at ionotropic glutamate receptors and a blockade of calcium channels. The present study examines the effect of caroverine in a craving model, in which acamprosate has
Hans Nohl et al.
BioFactors (Oxford, England), 25(1-4), 87-95 (2006-07-29)
High consumption of dietary fat promotes colon carcinogenesis. While this effect is well known the underlying mechanism is not understood. Fatty acid hydroperoxides (LOOH) arise from unsaturated fatty acids in the presence of oxygen and elevated temperature during food processing.
Dario Alpini et al.
The international tinnitus journal, 10(1), 91-93 (2004-09-24)
The difficulty of accurately localizing the source of subjective tinnitus is well-known. Anamnesis and traditional audiological tests can often suggest a source if its origin as peripheral or merely central (or both). Therefore, several authors, such as Risey, Denk, and
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