Details
| Stereochemistry | RACEMIC |
| Molecular Formula | C11H15NO.ClH |
| Molecular Weight | 213.704 |
| Optical Activity | ( + / - ) |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
Cl.C[C@H]1NCCO[C@@H]1C2=CC=CC=C2
InChI
InChIKey=VJNXVAVKCZJOFQ-XQKZEKTMSA-N
InChI=1S/C11H15NO.ClH/c1-9-11(13-8-7-12-9)10-5-3-2-4-6-10;/h2-6,9,11-12H,7-8H2,1H3;1H/t9-,11+;/m1./s1
Phenmetrazine is an anti-obesity drug, which was discovered by Boehringer-Ingelheim in 1952 and approved by FDA under the name Preludin. Later on the drug was withdrawn from the market due to the reported cases of abuse. According to some studies, misuse of phenmetrazine turned many young addicts to crime. It is suggested that the drug exerts its effect by inhibiting the monoamine transport.
CNS Activity
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: P31645 Gene ID: 6532.0 Gene Symbol: SLC6A4 Target Organism: Homo sapiens (Human) |
7765.0 nM [EC50] | ||
Target ID: Q01959 Gene ID: 6531.0 Gene Symbol: SLC6A3 Target Organism: Homo sapiens (Human) |
131.0 nM [EC50] | ||
Target ID: P23975 Gene ID: 6530.0 Gene Symbol: SLC6A2 Target Organism: Homo sapiens (Human) |
50.4 nM [IC50] |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Primary | Unknown Approved UseTreatment of obesity. |
Cmax
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
120 μg/L EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/6026786/ |
75 mg single, oral dose: 75 mg route of administration: Oral experiment type: SINGLE co-administered: |
PHENMETRAZINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED |
T1/2
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
8 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/6026786/ |
75 mg single, oral dose: 75 mg route of administration: Oral experiment type: SINGLE co-administered: |
PHENMETRAZINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED |
PubMed
| Title | Date | PubMed |
|---|---|---|
| [Psychoses induced by phenmetrazine]. | 1969 Jul-Aug |
|
| [Mental disorders caused by phenmetrazine abuse]. | 1970 Jan-Feb |
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| [Psychoses induced by chronic administration of barbiturates in combination with phenmetrazine]. | 1971 Oct |
|
| Rhabdomyolysis and shock after intravenous amphetamine administration. | 1977 Apr |
|
| Nontraumatic rhabdomyolysis and acute renal failure associated with oral phenmetrazine hydrochloride. | 1984 Feb |
Patents
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DEA NO. |
1631
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NCI_THESAURUS |
C29728
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C47795
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405728
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92159
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13580-35-3
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DBSALT000705
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m8621
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100000085273
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1707-14-8
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C66373
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216-950-6
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203198
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CHEMBL1201208
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DTXSID0047822
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6U85YRT588
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SUB03750MIG
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ACTIVE MOIETY
SUBSTANCE RECORD
