Tìm theo
Thiethylperazine
Các tên gọi khác (7 ) :
  • 2-(ethylthio)-10-[3-(4-methylpiperazin-1-yl)propyl]-10H-phenothiazine
  • Norzine
  • Thiethylperazin
  • Thiéthylpérazine
  • Thiethylperazine
  • Thiethylperazinum
  • Tietilperazina
antiemetics, dopamine antagonists
Thuốc Gốc
Small Molecule
CAS: 1420-55-9
ATC: R06AD03
ĐG : Novartis AG , http://www.novartis.com
CTHH: C22H29N3S2
PTK: 399.616
A dopamine antagonist that is particularly useful in treating the nausea and vomiting associated with anesthesia, mildly emetic cancer chemotherapy agents, radiation therapy, and toxins. This piperazine phenothiazine does not prevent vertigo or motion sickness. (From AMA Drug Evaluations Annual, 1994, p457)
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C22H29N3S2
Phân tử khối
399.616
Monoisotopic mass
399.180289323
InChI
InChI=1S/C22H29N3S2/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/h4-5,7-10,17H,3,6,11-16H2,1-2H3
InChI Key
InChIKey=XCTYLCDETUVOIP-UHFFFAOYSA-N
IUPAC Name
2-(ethylsulfanyl)-10-[3-(4-methylpiperazin-1-yl)propyl]-10H-phenothiazine
Traditional IUPAC Name
thiethylperazine
SMILES
CCSC1=CC2=C(SC3=CC=CC=C3N2CCCN2CCN(C)CC2)C=C1
Độ tan chảy
62-64 °C
Độ sôi
227 °C at 1.00E-02 mm Hg
Độ hòa tan
0.0584 mg/L
logP
5.41
logS
-4.9
pKa (Strongest Basic)
8.4
PSA
9.72 Å2
Refractivity
122.56 m3·mol-1
Polarizability
46.53 Å3
Rotatable Bond Count
6
H Bond Acceptor Count
3
H Bond Donor Count
0
Physiological Charge
1
Number of Rings
4
Bioavailability
1
Rule of Five
true
Ghose Filter
true
MDDR-Like Rule
true
Dược Lực Học : Thiethylperazine, an atypical antipsychotic agent, is used to treat both negative and positive symptoms of schizophrenia, acute mania with bipolar disorder, agitation, and psychotic symptoms in dementia. Future uses may include the treatment of obsessive-compulsive disorder and severe behavioral disorders in autism. Structurally and pharmacologically similar to clozapine, Thiethylperazine binds to alpha(1), dopamine, histamine H1, muscarinic, and serotonin type 2 (5-HT2) receptors.
Cơ Chế Tác Dụng : A dopamine antagonist that is particularly useful in treating the nausea and vomiting associated with anesthesia, mildly emetic cancer chemotherapy agents, radiation therapy, and toxins. This piperazine phenothiazine does not prevent vertigo or motion sickness. (From AMA Drug Evaluations Annual, 1994, p457) Thiethylperazine is an antagonist at types 1, 2, and 4 dopamine receptors, 5-HT receptor types 2A and 2C, muscarinic receptors 1 through 5, alpha(1)-receptors, and histamine H1-receptors. Thiethylperazine's antipsychotic effect is due to antagonism at dopamine and serotonin type 2 receptors, with greater activity at serotonin 5-HT2 receptors than at dopamine type-2 receptors. This may explain the lack of extrapyramidal effects. Thiethylperazine does not appear to block dopamine within the tubero-infundibular tract, explaining the lower incidence of hyperprolactinemia than with typical antipsychotic agents or risperidone. Antagonism at muscarinic receptors, H1-receptors, and alpha(1)-receptors also occurs with thiethylperazine.
Dược Động Học :

▧ Protein binding :
60%
▧ Route of Elimination :
Thiethylperazine is eliminated in the urine.
Độc Tính : Manifestations of acute overdosage of TORECAN (thiethylperazine) can be expected to reflect the CNS effects of the drug and include extrapyramidal symptoms (E.P.S), confusion and convulsions with reduced or absent reflexes, respiratory depression and hypotension.
Chỉ Định : For the treatment or relief of nausea and vomiting.
Tương Tác Thuốc :
  • Bromocriptine The phenothiazine decreases the effect of bromocriptine
  • Cisapride Increased risk of cardiotoxicity and arrhythmias
  • Dexfenfluramine Decreased anorexic effect, may increase psychotic symptoms
  • Diethylpropion Decreased anorexic effect, may increase psychotic symptoms
  • Fenfluramine Decreased anorexic effect, may increase psychotic symptoms
  • Gatifloxacin Increased risk of cardiotoxicity and arrhythmias
  • Grepafloxacin Increased risk of cardiotoxicity and arrhythmias
  • Guanethidine Thiethylperazine may decrease the effect of guanethidine.
  • Levofloxacin Increased risk of cardiotoxicity and arrhythmias
  • Mazindol Decreased anorexic effect, may increase psychotic symptoms
  • Phentermine Decreased anorexic effect, may increase psychotic symptoms
  • Phenylpropanolamine Decreased anorexic effect, may increase psychotic symptoms
  • Terfenadine Increased risk of cardiotoxicity and arrhythmias
Liều Lượng & Cách Dùng : Solution - Intramuscular
Tablet - Oral
Dữ Kiện Thương Mại
Nhà Sản Xuất
  • Công ty : Krka
    Sản phẩm biệt dược : Torecan
Đóng gói
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB00372
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=5440
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46506502
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C07132
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D02354
ChemSpider
http://www.chemspider.com/Chemical-Structure.5245.html
PharmGKB
http://www.pharmgkb.org/drug/PA164748882
Wikipedia
http://en.wikipedia.org/wiki/Thiethylperazine
RxList
http://www.rxlist.com/cgi/generic2/thiethyl.htm
Drugs.com
http://www.drugs.com/mtm/thiethylperazine.html
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