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5.04522

Sigma-Aldrich

CNS-1102

Synonym(s):

CNS-1102, N-(3-Ethylphenyl)-N-methyl-N’-1-naphthalenylguanidine hydrochloride, Cerestat, Aptiganel hydrochloride, NMDA Antagonist V

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About This Item

Empirical Formula (Hill Notation):
C20H21N3 · xHCl
CAS Number:
137159-92-3
Molecular Weight:
303.40 (free base basis)
UNSPSC Code:
12352200

Assay

≥98% (HPLC)

Quality Level

100

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

white

solubility

H2O: 17 mg/mL

storage temp.

2-8°C

InChI

1S/C20H21N3/c1-3-15-8-6-11-17(14-15)23(2)20(21)22-19-13-7-10-16-9-4-5-12-18(16)19/h4-14H,3H2,1-2H3,(H2,21,22)

InChI key

BFNCJMURTMZBTE-UHFFFAOYSA-N

General description

A non-competitive, subunit non-selective, potent antagonist for NMDA receptors (IC50 = 0.13, 0.068, 0.087, and 0.14 µM for NR2A - D, respectively). Widely used as neuroprotective agent after acute traumatic brain injury and stroke in animal researches.

Biochem/physiol Actions

Primary Target
NMDA receptors
Target IC50: 0.13, 0.068, 0.087, and 0.14 µM for NR2A –D, respectively.

Physical form

Supplied as a hydrochloride salt.

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Reddy, N., et al. 1994. J. Medicinal Chemistry.37, 260.

Muir, K., et al. 1994. British J. Clinical Pharmacol.38, 33.
Schäbitz, W., et al. 2000. Stroke.31, 1709.
Hoyte, L., et al. 2004. Current Molecular Medicine.4, 131.
Turner, R., et al. 2013. J. of Neurosurgery.1, 14.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H336

Hazard Classifications

STOT SE 3

Target Organs

Central nervous system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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N L Reddy et al.
Journal of medicinal chemistry, 37(2), 260-267 (1994-01-21)
Diarylguanidines, acting as NMDA receptor ion channel site ligands, represent a new class of potential neuroprotective drugs. Several diarylguanidines structurally related to N,N'-di-o-tolylguanidine (DTG), a known selective sigma receptor ligand, were synthesized and evaluated in in vitro radioligand displacement assays
L Hoyte et al.
Current molecular medicine, 4(2), 131-136 (2004-03-23)
It has long been accepted that high concentrations of glutamate can destroy neurons, and this is the basis of the theory of excitotoxicity during brain injury such as stroke. Glutamate N-methyl-D-aspartate (NMDA) receptor antagonists such as Selfotel, Aptiganel, Gavestinel and
W R Schäbitz et al.
Stroke, 31(7), 1709-1714 (2000-07-08)
Cerebral white matter is as sensitive as gray matter to ischemic injury and is probably amenable to pharmacological intervention. In this study we investigated whether an N-methyl-D-aspartate (NMDA) antagonist, CNS 1102, protects not only cerebral gray matter but also white
K W Muir et al.
British journal of clinical pharmacology, 38(1), 33-38 (1994-07-01)
1. Non-competitive antagonists at the glutamatergic N-methyl D-aspartate receptor significantly reduce the volume of ischaemic cerebral infarction in animals and are potential agents for the treatment of acute stroke in humans. 2. CNS 1102, a novel non-competitive NMDA antagonist, was

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