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Basic Information
| CAS No.: | 113-52-0 |
|---|---|
| Name: | Imipramine hydrochloride |
| Molecular Structure: | |
|
|
|
| Formula: | C19H25ClN2 |
| Molecular Weight: | 316.874 |
| Synonyms: | N-(g-Dimethylaminopropyl)iminodibenzyl hydrochloride;Praminil;Presamine;Promiben;SK-Pramine;Surplix;Tipramine;Tofranil;Tofranile;5H-Dibenz[b,f]azepine,5-[3-(dimethylamino)propyl]-10,11-dihydro-, monohydrochloride (8CI);Eupramin;Feinalmin;Imavate;Imidol;Imilanyle;Imipramine monohydrochloride;Imiprin;Imizinum;Iramil;Chrytemin;Censtim;Censtin;Apo-Imipramine;5-(3-Dimethylaminopropyl)-10,11-dihydro-5H-dibenz[b,f]azepine hydrochloride;Dyna-Zina;N-(3-Dimethylaminopropyl)iminodibenzylhydrochloride;Melipramine hydrochloride; |
| EINECS: | 204-030-7 |
| Density: | 1.041g/cm3 |
| Melting Point: | 168-170 °C |
| Boiling Point: | 403.1 °C at 760 mmHg |
| Flash Point: | 179.7 °C |
| Solubility: | Soluble in water |
| Appearance: | UN 1230 3/PG 2 |
| Hazard Symbols: |
 Xn
|
| Risk Codes: | 23/25-36/38-36/37/38-22 |
| Safety: | 7-16-24-33-45-36-26 |
| Transport Information: | White solid |
| PSA: | 6.48000 |
| LogP: | 4.74200 |
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Synthetic route
- 113-52-0
Imipramine hydrochloride
Conditions
| Conditions | Yield |
|---|---|
| Stage #1: In acetone for 0.5h; Heating / reflux; Stage #2: In di-isopropyl ether at 0 - 5℃; |
Conditions
| Conditions | Yield |
|---|---|
| In water E-2 M solns. were mixed; ppt. was filtered, thoroughly washed with distd. water, dried at room temp., elem. anal.; | 99.5% |
...Expand
Conditions
| Conditions | Yield |
|---|---|
| In water E-2 M solns. were mixed; ppt. was filtered, thoroughly washed with distd. water, dried at room temp., elem. anal.; | 99.5% |
...Expand
Conditions
| Conditions | Yield |
|---|---|
| In water at 20 - 62℃; for 19.95h; | 95.1% |
| In water at 20 - 62℃; for 19.95h; | 95.1% |
- 113-52-0
Imipramine hydrochloride
- 68-12-2, 33513-42-7
N,N-dimethyl-formamide
- 6487-79-2
2-Formylimipramine
Conditions
| Conditions | Yield |
|---|---|
| With trichlorophosphate at 100℃; for 4h; Formylation; Vilsmeier Reaction; | 59% |
- 113-52-0
Imipramine hydrochloride
- 122-51-0
orthoformic acid triethyl ester
- 129961-34-8
[3-(2-{Bis-[5-(3-dimethylamino-propyl)-10,11-dihydro-5H-dibenzo[b,f]azepin-2-yl]-methyl}-10,11-dihydro-dibenzo[b,f]azepin-5-yl)-propyl]-dimethyl-amine
Conditions
| Conditions | Yield |
|---|---|
| With tetrafluoroboric acid diethyl ether In diethyl ether; dichloromethane for 6h; Ambient temperature; | 8% |
- 113-52-0
Imipramine hydrochloride
A
- 50-47-5
desipramine
B
- 494-19-9
9,10-dihydrodibenzazepine
C
- 796-28-1
10-Hydroxyimipramine
Conditions
| Conditions | Yield |
|---|---|
| In water Ambient temperature; M. griseo-cyanus (ATCC 1207a); further microbial agents; | A 10 mg B n/a C n/a |
...Expand
- 113-52-0
Imipramine hydrochloride
A
- 50-47-5
desipramine
B
- 494-19-9
9,10-dihydrodibenzazepine
C
- 796-28-1
10-Hydroxyimipramine
D
- 303-70-8
2-hydroxyimipramine
Conditions
| Conditions | Yield |
|---|---|
| In water for 480h; Ambient temperature; C. blakesleeana (ATCC 8688a); further microbial agents; Further byproducts given; | A n/a B n/a C 30 mg D 88 mg |
...Expand
- 113-52-0
Imipramine hydrochloride
A
- 494-19-9
9,10-dihydrodibenzazepine
B
- 796-28-1
10-Hydroxyimipramine
C
- 303-70-8
2-hydroxyimipramine
D
- 6829-98-7
imipramine N-oxide
Conditions
| Conditions | Yield |
|---|---|
| In water; N,N-dimethyl-formamide for 480h; Ambient temperature; C. blakesleeana (ATCC 8688a); further microbial agents; Further byproducts given; | A n/a B 30 mg C 88 mg D n/a |
...Expand
Conditions
| Conditions | Yield |
|---|---|
| In water; N,N-dimethyl-formamide for 360h; Ambient temperature; F. oxysporum f. sp. cepae (ATCC 11711); further microbial agents; | A 7 mg B n/a |
| In water for 312h; Ambient temperature; A. flavipes (ATCC 16795); further microbial agents; | A n/a B 112 mg |
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Imipramine hydrochloride
Toxicity Data With Reference
| 1. | dni-oin-unr 10 g/L | JCLBA3 Journal of Cell Biology. 47 (1970),182a. | ||
| 2. | cyt-oin-unr 10 g/L | JCLBA3 Journal of Cell Biology. 47 (1970),182a. | ||
| 3. | orl-man TDLo:2143 µg/kg/2D-I | JCLPDE Journal of Clinical Psychiatry. 44 (1983),225. | ||
| 4. | orl-chd TDLo:25 mg/kg:CNS,PUL | JAMAAP JAMA, Journal of the American Medical Association. 179 (1962),456. | ||
| 5. | orl-chd LDLo:15 mg/kg | BMJOAE British Medical Journal. 1 (1974),261. | ||
| 6. | orl-chd TDLo:27 mg/kg:CNS,KID | JAMAAP JAMA, Journal of the American Medical Association. 230 (1974),1405. | ||
| 7. | orl-wmn TDLo:107 mg/kg:CNS,CVS | NEJMAG New England Journal of Medicine. 268 (1963),33. | ||
| 8. | orl-wmn TDLo:30 mg/kg:PNS,CNS | BMJOAE British Medical Journal. 2 (1959),1458. | ||
| 9. | orl-rat LD50:305 mg/kg | TXAPA9 Toxicology and Applied Pharmacology. 18 (1971),185. | ||
| 10. | ipr-rat LD50:72 mg/kg | ARZNAD Arzneimittel-Forschung. Drug Research. 21 (1971),391. | ||
| 11. | &nb |
Consensus Reports
Reported in EPA TSCA Inventory.
Safety Profile
Human poison by ingestion. An experimental poison by ingestion, intravenous, subcutaneous, and intraperitoneal routes. An experimental teratogen. Human systemic effects by ingestion: sleep, somnolence, convulsions, muscle contraction or spasticity, coma, blood pressure decrease, dyspnea (difficulty in breathing), paresthesia (abnormal sensations), and kidney changes. Experimental reproductive effects. Mutation data reported. Used in the treatment of depression. When heated to decomposition it emits very toxic fumes of NOx and HCl. See also DIAZEPAM.