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634-03-7 molecular structure
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3,4-dimethyl-2-phenylmorpholine

ChemBase ID: 1359
Molecular Formular: C12H17NO
Molecular Mass: 191.26948
Monoisotopic Mass: 191.13101417
SMILES and InChIs

SMILES:
O1C(C(N(CC1)C)C)c1ccccc1
Canonical SMILES:
CC1N(C)CCOC1c1ccccc1
InChI:
InChI=1S/C12H17NO/c1-10-12(14-9-8-13(10)2)11-6-4-3-5-7-11/h3-7,10,12H,8-9H2,1-2H3
InChIKey:
MFOCDFTXLCYLKU-UHFFFAOYSA-N

Cite this record

CBID:1359 http://www.chembase.cn/molecule-1359.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
3,4-dimethyl-2-phenylmorpholine
IUPAC Traditional name
phendimetrazine
Brand Name
Adphen
Antapentan
Bacarate
Bontril
Dyrexan
Hyrex
Mephenmetrazine
Sedafamen
Wehless
X-trozine
Prelu-2
Synonyms
(+)-3,4-Dimethyl-2-phenylmorpholine
(+)-phendimetrazine
(2S,3S)-3,4-Dimethyl-2-phenylmorpholine
3,4-Dimethyl-2-phenylmorpholine
3-Phenyl-2-methylmorpholine
d-2-Phenyl-3,4-dimethylmorpholine
Phendimetrazine
CAS Number
634-03-7
PubChem SID
160964819
46506122
PubChem CID
12460

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
DrugBank DB01579 external link
PubChem 12460 external link
Data Source Data ID Price

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem ALOGPS 2.1
H Acceptors H Donor
LogD (pH = 5.5) 0.39657155  LogD (pH = 7.4) 1.9287926 
Log P 2.1724842  Molar Refractivity 57.7642 cm3
Polarizability 22.88145 Å3 Polar Surface Area 12.47 Å2
Rotatable Bonds Lipinski's Rule of Five true 
Log P 2.01  LOG S -1.9 
Solubility (Water) 2.43e+00 g/l 

PROPERTIES

PROPERTIES

Bioassay(PubChem)

DETAILS

DETAILS

DrugBank DrugBank
DrugBank - DB01579 external link
Item Information
Drug Groups illicit; approved
Description Phendimetrazine is a weight loss medication. Phendimetrazine is chemically related to amphetamines and is a Schedule III drug under the Convention on Psychotropic Substances. In the United States, phendimetrazine is a Schedule III controlled substance under the Uniform Controlled Substances Act of 1970.
Indication Used in the management of exogenous obesity as a short term adjunct (a few weeks) in a regimen of weight reduction based on caloric restriction.
Pharmacology Phendimetrazine is a phenylalkylamine sympathomimetic amine with pharmacological activity similar to the prototype drugs of this class used in obesity, the amphetamines. Actions include central nervous system stimulation and elevation of blood pressure. Tachyphylaxis and tolerance has been demonstrated with all drugs of this class in which these phenomena have been looked for. Drugs of this class used in obesity are commonly known as ''anorectics or anorexigenics." It has not been established, however, that the action of such drugs in treating obesity is primarily one of appetite suppression. Other central nervous system actions or metabolic effects, may be involved.
Toxicity Acute overdosage of phendimetrazine may manifest itself by the following signs and symptoms: unusual restlessness, confusion, belligerance, hallucinations, and panic states. Fatigue and depression usually follow the central stimulation. Cardiovascular effects include arrhythmias, hypertension, or hypotension and circulatory collapse. Gastrointestinal symptoms include nausea, vomiting, diarrhea, and abdominal cramps. Poisoning may result in convulsions, coma and death.
Affected Organisms
Humans and other mammals
Biotransformation Approximately 30% of a given dose of phendimetrazine is metabolized into phenmetrazine, which may account for part of its anorectic effect, and probably also influences abuse potential; individuals who metabolise a greater proportion of phendimetrazine into phenmetrazine are more likely to develop problems with dependence and addiction
Absorption Peak plasma levels occur within 1 to 3 hours. Absorption is usually complete by 4 to 6 hours.
Half Life 19-24 hours
Elimination The major route of elimination is via the kidneys where most of the drug and metabolites are excreted.
External Links
Wikipedia
RxList
Drugs.com

REFERENCES

REFERENCES

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