Tìm theo
Phenmetrazine
Các tên gọi khác (5 ) :
  • 2-Phenyl-3-methylmorpholine
  • Fenmetrazin
  • Fenmetrazina
  • Phenmetrazin
  • Phenmetrazinum
central nervous system stimulants, sympathomimetics, appetite depressants
Thuốc Gốc
Small Molecule
CAS: 134-49-6
CTHH: C11H15NO
PTK: 177.2429
A sympathomimetic drug used primarily as an appetite depressant. Its actions and mechanisms are similar to dextroamphetamine. [PubChem]
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C11H15NO
Phân tử khối
177.2429
Monoisotopic mass
177.115364107
InChI
InChI=1S/C11H15NO/c1-9-11(13-8-7-12-9)10-5-3-2-4-6-10/h2-6,9,11-12H,7-8H2,1H3
InChI Key
InChIKey=OOBHFESNSZDWIU-UHFFFAOYSA-N
IUPAC Name
3-methyl-2-phenylmorpholine
Traditional IUPAC Name
phenmetrazine
SMILES
CC1NCCOC1C1=CC=CC=C1
Độ tan chảy
139 °C
Độ hòa tan
>5 mg/L
logP
1.7
logS
-1.9
pKa (Strongest Basic)
8.22
PSA
21.26 Å2
Refractivity
52.47 m3·mol-1
Polarizability
20.1 Å3
Rotatable Bond Count
1
H Bond Acceptor Count
2
H Bond Donor Count
1
Physiological Charge
1
Number of Rings
2
Bioavailability
1
Rule of Five
true
Ghose Filter
true
Dược Lực Học : Phenmetrazine is a sympathomimetic drug used primarily as an appetite depressant. Its actions and mechanisms are similar to dextroamphetamine. Amphetamines are non-catecholamine sympathomimetic amines with CNS stimulant activity. Phenmetrazine was originally sold under the tradename Preludin as an anorectic. It has since been removed from the market. It is by some considered to have a greater potential for addiction than the amphetamines, and has been abused in many countries, for example Sweden.
Cơ Chế Tác Dụng : A sympathomimetic drug used primarily as an appetite depressant. Its actions and mechanisms are similar to dextroamphetamine. [PubChem] Phenmetrazine is thought to block the reuptake of norepinephrine and dopamine into the presynaptic neuron leading to an increase in the release of these monoamines into the extraneuronal space. Dopamine integrates incoming sensory stimuli, initiates and controls fine movement (nigro-neostriatal pathway), controls emotional behavior (midbrain mesolimbic-forebrain system) and controls hypothalamic-pituitary endocrine system (tubero-infundibular system). It is this latter effect on the tubero-infundibular systm that seems to lead to reduced food intake. Phenmetrazine also acts as a monoamine oxidase inhibitor.
Dược Động Học :
▧ Absorption :
Readily absorbed from the gastro-intestinal tract and buccal mucosa.
▧ Metabolism :
Primarily hepatic (via CYP3A and CYP2D6). Resistant to metabolism by monoamine oxidase. Metabolism involves deamination to para-hydroxyamphetamine and phenylacetone; this latter compound is subsequently oxidize to benzoic acid and excreted as glucuronide or glycine (hippuric acid) conjugate. Smaller amounts of amphetamine are converted to norephedrine by oxidation.
▧ Half Life :
16 to 31 hours
Độc Tính : Adult monkeys have an LD50 of 15 to 20 mg/kg, whereas for young monkeys the LD50 is only 5 mg/kg. Symptoms of overdose include acute central nervous system stimulation, cardiotoxicity causing tachycardia, arrhythmias, hypertension, and cardiovascular collapse. Whilst some patients show signs of toxicity at blood concentrations of 20 µg/L, chronic abusers of amphetamine have been known to have blood concentration of up to 3000 µg/L.
Chỉ Định : Used as an anorectic in the treatment of obesity.
Tương Tác Thuốc :
  • Chlorpromazine Decreased anorexic effect, may increase psychotic symptoms
  • Fluphenazine Decreased anorexic effect, may increase psychotic symptoms
  • Guanethidine Phenmetrazine may decrease the effect of guanethidine.
  • Isocarboxazid Possible hypertensive crisis
  • Mesoridazine Decreased anorexic effect, may increase psychotic symptoms
  • Methotrimeprazine Decreased anorexic effect, may increase psychotic symptoms
  • Perphenazine Decreased anorexic effect, may increase psychotic symptoms
  • Prochlorperazine Decreased anorexic effect, may increase pyschotic symptoms
  • Promethazine Decreased anorexic effect, may increase pyschotic symptoms
  • Propericiazine Decreased anorexic effect, may increase pyschotic symptoms
  • Rasagiline Possible hypertensive crisis
  • Thioridazine Decreased anorexic effect, may increase psychotic symptoms
  • Trifluoperazine Decreased anorexic effect, may increase psychotic symptoms
Dữ Kiện Thương Mại
Nhà Sản Xuất
  • Công ty :
    Sản phẩm biệt dược : Preludin
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB00830
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=4762
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46504524
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C07432
ChemSpider
http://www.chemspider.com/Chemical-Structure.4598.html
PharmGKB
http://www.pharmgkb.org/drug/PA164747188
Wikipedia
http://en.wikipedia.org/wiki/Phenmetrazine
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