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Thiethylperazine (dimaleate) (Standard)

CAT: 0804-HY-B1794AR-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-B1794AR-01Size:1 mg
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Description
Thiethylperazine (dimaleate) (Standard) is the analytical standard of Thiethylperazine (dimaleate) . This product is intended for research and analytical applications. Thiethylperazine dimaleate, a phenothiazine derivate, is an orally active and potent dopamine D2-receptor and histamine H1-receptor antagonist. Thiethylperazine dimaleate is also a selective ABCC1activator that reduces amyloid-β (Aβ) load in mice. Thiethylperazine dimaleate has anti-emetic, antipsychotic and antimicrobial effects[1][2][3].
CAS Number
1179-69-7
UNSPSC
12352100
Target
Amyloid-β; Bacterial; Dopamine Receptor; Histamine Receptor; Reference Standards
Related Pathways
Anti-infection; GPCR/G Protein; Immunology/Inflammation; Neuronal Signaling; Others
Field of Research
Infection; Neurological Disease
Smiles
CN1CCN(CCCN2C3=C(C=CC=C3)SC4=CC=C(SCC)C=C24)CC1.O=C(O)/C=C\C(O)=O.O=C(O)/C=C\C(O)=O
Molecular Formula
C30H37N3O8S2
Molecular Weight
631.76
References & Citations
[1]Czeizel AE, et al. Case-control study of teratogenic potential of thiethylperazine, an anti-emetic drug. BJOG. 2003 May;110 (5) :497-9.|[2]Krohn M, et al. Cerebral amyloid-β proteostasis is regulated by the membrane transport protein ABCC1 in mice. J Clin Invest. 2011 Oct;121 (10) :3924-31.|[3]Rahbar M, et al. Enhancement of vancomycin activity by phenothiazines against vancomycin-resistant Enterococcus faecium in vitro. Basic Clin Pharmacol Toxicol. 2010 Aug;107 (2) :676-9.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

Thiethylperazine Maleate

Thiethylperazine Maleate is the maleate salt form of triethylperazine, a piperazine phenothiazine derivative and a dopamine antagonist used as antiemetic. Thiethylperazine blocks postsynaptic dopamine 2 (D2) receptors in the medullary chemoreceptor trigger zone (CTZ), thereby decreasing stimulation of the vomiting center in the brain. Peripherally, thiethylperazine blocks the vagus nerve in the gastrointestinal tract. In addition, this agent also shows antagonistic activities mediated through muscarinic receptors, H1-receptors, and alpha(1)-receptors.

CAS Number1179-69-7
PubChem CID5282398
IUPAC Namebis((Z)-but-2-enedioic acid);2-ethylsulfanyl-10-[3-(4-methylpiperazin-1-yl)propyl]phenothiazine
Molecular FormulaC30H37N3O8S2
Molecular Weight631.8
Topological Polar Surface Area210
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count13
Rotatable Bond Count10
Heavy Atom Count43
Formal Charge0
Complexity574
SMILES
CCSC1=CC2=C(SC3=CC=CC=C3N2CCCN4CCN(CC4)C)C=C1.C(=C\C(=O)O)\C(=O)O.C(=C\C(=O)O)\C(=O)O
InChI
InChI=1S/C22H29N3S2.2C4H4O4/c1-3-26-18-9-10-22-20(17-18)25(19-7-4-5-8-21(19)27-22)12-6-11-24-15-13-23(2)14-16-24;2*5-3(6)1-2-4(7)8/h4-5,7-10,17H,3,6,11-16H2,1-2H3;2*1-2H,(H,5,6)(H,7,8)/b;2*2-1-
InChIKey
RVBRTNPNFYFDMZ-SPIKMXEPSA-N
Chemical Structure
2D Structure
2D structure of Thiethylperazine Maleate
CAS: 1179-69-7
CID: 5282398
Formula: C30H37N3O8S2
MW: 631.8
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight631.8
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count13
Rotatable Bond Count10
Exact Mass631.20220749
Monoisotopic Mass631.20220749
Topological Polar Surface Area210 Ų
Heavy Atom Count43
Formal Charge0
Complexity574
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count2
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count3
Compound Is CanonicalizedYes

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