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113-52-0

Basic Information
CAS No.: 113-52-0
Name: Imipramine hydrochloride
Article Data: 1
Molecular Structure:
Molecular Structure of 113-52-0 (Imipramine hydrochloride)
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: HarmfulXn
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
Synthetic route
Reaxys ID: 19040915

Reaxys ID: 19040915

113-52-0

Imipramine hydrochloride

Conditions
ConditionsYield
Stage #1: In acetone for 0.5h; Heating / reflux;
Stage #2: In di-isopropyl ether at 0 - 5℃;
113-52-0

Imipramine hydrochloride

potassium hexacyanoferrate(III)

imipraminium ferricyanide monohydrate

Conditions
ConditionsYield
In water E-2 M solns. were mixed; ppt. was filtered, thoroughly washed with distd. water, dried at room temp., elem. anal.;99.5%

sodium hexanitro cobaltate(III)

113-52-0

Imipramine hydrochloride

imipraminium cobaltnitrite monohydrate

Conditions
ConditionsYield
In water E-2 M solns. were mixed; ppt. was filtered, thoroughly washed with distd. water, dried at room temp., elem. anal.;99.5%
113-52-0

Imipramine hydrochloride

54-21-7

sodium salicylate

1085510-17-3

imipramine salicylate

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
In water Ambient temperature; M. griseo-cyanus (ATCC 1207a); further microbial agents;A 10 mg
B n/a
C n/a
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
ConditionsYield
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
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
ConditionsYield
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
113-52-0

Imipramine hydrochloride

A

494-19-9

9,10-dihydrodibenzazepine

B

6829-98-7

imipramine N-oxide

Conditions
ConditionsYield
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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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.