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Substance Name: Bupropion hydrochloride [USAN:USP:JAN]
RN: 31677-93-7
UNII: ZG7E5POY8O
InChIKey: HEYVINCGKDONRU-UHFFFAOYSA-N
Note
- A unicyclic, aminoketone antidepressant. The mechanism of its therapeutic actions is not well understood, but it does appear to block dopamine uptake. The hydrochloride is available as an aid to smoking cessation treatment.
Molecular Formula
- C13-H18-Cl-N-O.Cl-H
Molecular Weight
- 276.2051
- All
- Classifications
- Links to Resources
- Names & Synonyms
- Registry Numbers
- Formulas
- Structure Descriptors
- Toxicity
Classification Codes
- Antidepressant
- Drug / Therapeutic Agent
- Human Data
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Names and Synonyms
Name of Substance
- Bupropion hydrochloride [USAN:USP:JAN]
Synonyms
- (+-)-2-(tert-Butylamino)-3'-chloropropiophenone hydrochloride
- (+-)-alpha-tert-Butylamino-3-chloropropiophenone hydrochloride
- 1-Propanone, 1-(3-chlorophenyl)-2-((1,1-dimethylethyl)amino)-, hydrochloride, (+-)-
- alpha-(tert-Butylamino)-m-chloropropiophenone hydrochloride
- Amfebutamon hydrochloride
- Budeprion
- Budeprion XL
- Budeprion XL 300
- Bupropion HCl
- Bupropion hydrochloride
- Bupropion SR
- BW 323
- EINECS 250-759-9
- EINECS 252-243-9
- Forfivo XL
- m-Chloro-alpha-tert-butylaminopropionphenone hydrochloride
- m-Chloro-alpha-tert-butylaminopropiophenone hydrochloride
- NSC 315851
- UNII-ZG7E5POY8O
- Wellbutrin
- Wellbutrin SR
- Wellbutrin XL
- Zyban
- Zyban (pharmaceutical)
Systematic Names
- 1-Propanone, 1-(3-chlorophenyl)-2-((1,1-dimethylethyl)amino)-, hydrochloride, (+-)-
- 2-(tert-Butylamino)-3'-chloropropiophenone hydrochloride
- Propiophenone, 2-(tert-butylamino)-3'-chloro-, hydrochloride, (+-)-
Registry Numbers
CAS Registry Number
- 31677-93-7
FDA UNII
- ZG7E5POY8O
Other Registry Number
- 34841-36-6
System Generated Number
- 0031677937
Molecular Formulas
Molecular Formula
- C13-H18-Cl-N-O.Cl-H
Molecular Formula Fragments
- C13-H18-Cl-N-O
- Cl-H
- COMPONENT
Structure Descriptors
InChI
InChI=1S/C13H18ClNO.ClH/c1-9(15-13(2,3)4)12(16)10-6-5-7-11(14)8-10;/h5-9,15H,1-4H3;1HInChIKey
HEYVINCGKDONRU-UHFFFAOYSA-NSmiles
Cl.CC(NC(C)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
man | LDLo | oral | 329mg/kg (329mg/kg) | CARDIAC: PULSE RATE BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD CARDIAC: OTHER CHANGES | Journal of Toxicology, Clinical Toxicology. Vol. 35, Pg. 321, 1997. |
man | TDLo | oral | 2143ug/kg/2D- (2.143mg/kg) | SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" BEHAVIORAL: MUSCLE WEAKNESS BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS" | Annals of Pharmacotherpy. Vol. 33, Pg. 931, 1999. |
man | TDLo | oral | 64mg/kg (64mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP CARDIAC: EKG CHANGES NOT DIAGNOSTIC OF ABOVE | Journal of Toxicology, Clinical Toxicology. Vol. 37, Pg. 634, 1999. |
mouse | LD50 | intraperitoneal | 230mg/kg (230mg/kg) | BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) BEHAVIORAL: ANALGESIA BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Journal of Pharmacy and Pharmacology. Vol. 29, Pg. 767, 1977. |
mouse | LD50 | oral | 544mg/kg (544mg/kg) | LUNGS, THORAX, OR RESPIRATION: DYSPNEA BEHAVIORAL: ATAXIA BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | Pharmacological and Biochemical Properties of Drug Substances. Vol. 3, Pg. 1, 1981. |
rat | LD50 | intraperitoneal | 210mg/kg (210mg/kg) | BEHAVIORAL: TREMOR BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY) | Journal of Pharmacy and Pharmacology. Vol. 29, Pg. 767, 1977. |
rat | LD50 | oral | 482mg/kg (482mg/kg) | LUNGS, THORAX, OR RESPIRATION: DYSPNEA BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: ATAXIA | Pharmacological and Biochemical Properties of Drug Substances. Vol. 3, Pg. 1, 1981. |
women | TDLo | oral | 2mg/kg (2mg/kg) | GASTROINTESTINAL: NAUSEA OR VOMITING BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS" BEHAVIORAL: FOOD INTAKE (ANIMAL) | American Journal of Psychiatry. Vol. 142, Pg. 1459, 1985. |
women | TDLo | oral | 20mg/kg (20mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | Journal of Clinical Psychiatry. Vol. 54, Pg. 162, 1993. |
women | TDLo | oral | 90mg/kg (90mg/kg) | CARDIAC: EKG CHANGES NOT DIAGNOSTIC OF ABOVE CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP | Journal of Toxicology, Clinical Toxicology. Vol. 37, Pg. 634, 1999. |
women | TDLo | oral | 180mg/kg (180mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | Journal of Toxicology, Clinical Toxicology. Vol. 37, Pg. 634, 1999. |
women | TDLo | oral | 180mg/kg (180mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP | American Journal of Emergency Medicine. Vol. 12, Pg. 183, 1994. |