| Identification | More | [Name]
Cinepazide maleate | [CAS]
26328-04-1 | [Synonyms]
CINEPAZIDE MALEATE
1-((1-pyrrolidinylcarbonyl)methyl)-4-(3,4,5-trimethoxycinnamoyl)piperazinem
1-(4-((3’,4’,5’-trimethoxycinnamoyl)-1-piperazinyl)acetyl)pyrrolidinemaleate
4-(3,4,5-trimethoxycinnamoyl)-1-(1-pyrrolidinyl)carbonylmethylpiperazinemale
brendil
maleatedecinepazide
md67350
piperazine,1-((1-pyrrolidinylcarbonyl)methyl)-4-(3’,4’,5’-trimethoxycinnamoyl)
vasodistal
1-(2-oxo-2-pyrrolidin-1-ylethyl)-4-[3-(3,4,5-trimethoxyphenyl)acryloyl]piperazine monomaleate
piperazine, 1-((1-pyrrolidinylcarbonyl)methyl)-4-(3',4',5'-trimethoxycinnamoyl) 1-((1-pyrrolidinylcarbonyl)methyl)-4-(3,4,5-trimethoxycinnamoyl)piperazi ne m 1-(4-((3',4',5'-trimethoxycinnamoyl)-1-piperazinyl)acetyl)pyrrolidine maleate 4-(3,4,5-trimethoxycinnamoyl)-1-(1-pyrrolidinyl)carbonylmethylpiperazine male brendil
1-[(1-Pyrrolidinylcarbonyl)methyl]-4-(3,4,5-trimethoxycinnamoyl)piperazine maleate
DD-3357 | [EINECS(EC#)]
247-613-1 | [Molecular Formula]
C26H35N3O9 | [MDL Number]
MFCD01320526 | [Molecular Weight]
533.57 | [MOL File]
26328-04-1.mol |
| Questions And Answer | Back Directory | [Synthesis]
Route 1: N-(2-chloroacetyl)tetrahydropyrrole is prepared by reacting chloroacetyl chloride with tetrahydropyrrole (1); a mixed anhydride is prepared by reacting (E)-3,4,5-trimethoxycinnamic acid with pentanoyl chloride, and then reacted with piperazine to prepare (E)-1-(3,4,5-trimethoxy)cinnamoylpiperazine (2); intermediate 1 reacts with intermediate 2 to prepare cinnamoylpiperazine free base 3, and finally reacts with maleic acid in ethanol to obtain the target product. This route is more suitable for industrial production. The specific reaction process is as follows:
Route 2: Using tetrahydropyrrole as a raw material, it is first reacted with chloroacetyl chloride to form an amide, and then reacted with piperazine to undergo a substitution reaction to obtain the intermediate [(1-tetrahydropyrrole)methyl]piperazine (2); Compound 2 reacts with chloroacetyl chloride and triphenylphosphine, and is recrystallized from isopropanol to obtain a stable organic salt (3); Compound 3 undergoes a Wittig reaction with 3,4,5-trimethoxybenzaldehyde, and is then reacted with maleic acid to form a salt to obtain the target compound Cinepazide maleate (1). The overall yield is 52.3%; the stable crystal form of Cinepazide maleate can be obtained by recrystallization with ethanol-butanone, and then with butanone. The specific reaction process is as follows:  |
| Chemical Properties | Back Directory | [Melting point ]
135° | [storage temp. ]
Inert atmosphere,2-8°C | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
Solid | [color ]
Off-White | [Water Solubility ]
H2O: 20mg/mL, clear | [Merck ]
14,2291 | [InChIKey]
XSTJTOKYCAJVMJ-GVTSEVKNSA-N | [SMILES]
C1(OC)C=C(C=C(OC)C=1OC)/C=C/C(=O)N1CCN(CC(=O)N2CCCC2)CC1.C(/C(=O)O)=C/C(=O)O | [CAS DataBase Reference]
26328-04-1(CAS DataBase Reference) |
| Safety Data | Back Directory | [WGK Germany ]
WGK 3 | [HS Code ]
2933.59.5300 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral | [Toxicity]
LD50 in mice, rats (mg/kg): 1000, 1310 orally; 617, 414 i.v. (Pourrias) |
| Hazard Information | Back Directory | [Uses]
Cinepazide maleate is a maleate salt form of cinepazide which is a vasodilator. | [Biological Activity]
Cinepazide maleate is a vasodilator used clinically in China used in China for the treatment of cardiovascular and cerebrovascular diseasesand peripheral vascular diseases. Cinepazide maleate is thought to act as a potentiator of adenosine A2 receptors and has also been characterized as a calcium channel blocker. It was withdrawn for agranulocytosis in several countries. | [in vivo]
Cinepazide Maleate (intravenous?injection; 30 mg/kg) potentiates the vertebral vasodilator response of dogs to intravertebral adenosine and cyclic AMP, while cinnarizine reduces their vasodilator effects[1].Cinepazide Maleate (intravertebral injection; 1-10 mg/kg) increases vertebral blood flow in a dose-related manner?in dogs[1]. |
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| Company Name: |
Candia Thamtech Company Limited
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0371-86615086 18203638366 0371-86159066 13526786601 |
| Website: |
www.chemicalbook.com/ShowSupplierProductsList15771/0_EN.htm |
| Company Name: |
LETOPHARM LIMITED
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| Telephone: |
+86-21-5821 5861 |
| Website: |
www.letopharm.com |
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