CNS-1102
- Product Name
- CNS-1102
- CAS No.
- 137160-11-3
- Chemical Name
- CNS-1102
- Synonyms
- aptiganel;Aptiganel HCl;N-(1-Naphthyl)-N'-(3-ethylphenyl)-N'-methylguanidine HCl;1-(3-Ethylphenyl)-1-methyl-3-(naphthalen-1-yl)guanidine hydrochloride;Guanidine, N-(3-ethylphenyl)-N-methyl-N'-1-naphthalenyl-, monohydrochloride;Guanidine,N-(3-ethylphenyl)-N-methyl-N'-1-naphthalenyl-, hydrochloride (1:1)
- CBNumber
- CB5503258
- Molecular Formula
- C20H21N3
- Formula Weight
- 339.86
- MOL File
- 137160-11-3.mol
CNS-1102 Property
- Melting point:
- 223-225°
- storage temp.
- 2-8°C
- solubility
- H2O: 17 mg/mL, soluble
- form
- solid
- color
- white
- Water Solubility
- Water: 50 mM
- InChI
- 1S/C20H21N3.ClH/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);1H
- InChIKey
- CKAKVKWRMCAYJD-UHFFFAOYSA-N
- SMILES
- Cl[H].CCc1cccc(c1)N(C)C(=N)Nc2cccc3ccccc23
Safety
- Safety Statements
- 23-24/25
- WGK Germany
- 3
- Storage Class
- 11 - Combustible Solids
N-Bromosuccinimide Price
- Product number
- C4238
- Product name
- CNS-1102
- Purity
- >98%(HPLC),solid
- Packaging
- 10mg
- Price
- $256.5
- Updated
- 2025/07/31
- Product number
- C262525
- Product name
- Cerestat
- Packaging
- 50mg
- Price
- $565
- Updated
- 2021/12/16
- Product number
- API0009180
- Product name
- APTIGANEL HYDROCHLORIDE
- Purity
- 95.00%
- Packaging
- 10MG
- Price
- $771.31
- Updated
- 2021/12/16
- Product number
- API0009180
- Product name
- APTIGANEL HYDROCHLORIDE
- Purity
- 95.00%
- Packaging
- 50MG
- Price
- $1446.82
- Updated
- 2021/12/16
- Product number
- 3484CA
- Product name
- Aptiganelhydrochloride
- Packaging
- 1mg
- Price
- $166
- Updated
- 2021/12/16
CNS-1102 Chemical Properties,Usage,Production
Originator
Aptiganel,Oregon State University
Uses
Stroke and traumatic brain injury treatment (NMDA ion channel blocker).
Uses
Cerestat is a Potent and Noncompetitive NMDA receptor antagonist, Significantly reduced ischemic volume in rat focal cerebral ischemia model. (2). It is a neuroprotective, decreases contusion volume, reduced hemispheric swelling and ICP and also increases CPP. (3)
Manufacturing Process
A solution of m-ethylphenylcyanamide (1.46 g, 10 mmol) and sodium hydride
(480 mg, 20 mmol, prewashed with hexane) in anhydrous THF (10 ml) was
heated at 80-85°C for 2.5 hours. After it was allowed to cool to room
temperature, methyl iodide (3.5 g, 25 mmol) was added and stirring
continued at room temperature for 2 hours. Methanol (10 ml) followed by
water (20 ml) was added and the reaction mixture was extracted with
dichloromethane (3x25 ml). Concentration of the organic layer followed by
flash chromatography on SiO2 afforded N-(m-ethylphenyl)-N-methylcyanamide
(960 mg, 60%) as a colorless liquid: IR (film): 2220, 3400cm-1.
A mixture of m-ethylphenyl-N-methylcyanamide (520 mg, 3.25 mmol) and 1-
aminonaphthalene hydrochloride (508 mg, 3.25 mmol) was placed in a
preheated oil bath at 160°C for 3 hours and then allowed to cool to room
temperature. The resulting solid was taken into dichloromethane and washed
with 10% sodium hydroxide solution. The organic layer was concentrated and
the resulting residue was dissolved in absolute ethanol (2 ml) and treated
with dilute hydrochloric acid. It was concentrated and the solid was twice recrystallized from absolute ethanol-ether to give N-(1-naphthyl)-N'-(methylphenyl)-
N'-methylguanidine hydrochloride (403 mg, 37%) as off-white
needles, melting point 223-225°C.
brand name
Cerestat (Cambridge).
Therapeutic Function
NMDA antagonist
Biochem/physiol Actions
CNS-1102 acts as a neuroprotective agent and might exhibit therapeutic effects against acute stroke and traumatic brain injury.
storage
Store at +4°C
CNS-1102 Preparation Products And Raw materials
Raw materials
Preparation Products
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