Imipraminehydrochloride supplier

Name
Imipramine hydrochloride
EINECS 204-030-7
CAS No. 113-52-0
Article Data1
CAS DataBase
Density 1.041g/cm3
Solubility Soluble in water
Melting Point 168-170 °C
Formula C₁₉H₂₅ClN₂
Boiling Point 403.1 °C at 760 mmHg
Molecular Weight 316.874
Flash Point 179.7 °C
Transport Information White solid
Appearance UN 1230 3/PG 2
Safety 7-16-24-33-45-36-26
Risk Codes 23/25-36/38-36/37/38-22
Molecular Structure
Hazard Symbols Xn
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;
PSA 6.48000
LogP 4.74200

Synthetic route

Reaxys ID: 19040915: Reaxys ID: 19040915

: 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℃;

: 113-52-0
Imipramine hydrochloride

: 7732-18-5
water

: potassium hexacyanoferrate(III)

: imipraminium ferricyanide monohydrate

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

: sodium hexanitro cobaltate(III)

: 113-52-0
Imipramine hydrochloride

: 7732-18-5
water

: imipraminium cobaltnitrite monohydrate

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

: 113-52-0
Imipramine hydrochloride

: 54-21-7
sodium salicylate

: 1085510-17-3
imipramine salicylate

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

: 113-52-0
Imipramine hydrochloride

A: 494-19-9
9,10-dihydrodibenzazepine

B: 6829-98-7
imipramine N-oxide

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

: 113-52-0
Imipramine hydrochloride

: 61361-33-9
C19H20(2)H4N2*ClH

Conditions

Conditions	Yield
With deuteroacetic acid; sulfuric acid-d2 at 100℃; for 1.5h; in sealed tube; Yield given;

: pyrocatechol violet

: 113-52-0
Imipramine hydrochloride

: 2-{(3,4-Dihydroxy-phenyl)-[3-hydroxy-4-oxo-cyclohexa-2,5-dien-(E)-ylidene]-methyl}-benzenesulfonic acid; compound with [3-(10,11-dihydro-dibenzo[b,f]azepin-5-yl)-propyl]-dimethyl-amine

Conditions

Conditions	Yield
With sulfuric acid

: 113-52-0
Imipramine hydrochloride

: C38H48N4*2H(1+)

Conditions

Conditions	Yield
With iron(III) chloride; acetic acid at 75℃; for 0.0833333h;

: 113-52-0
Imipramine hydrochloride

A: 494-19-9
9,10-dihydrodibenzazepine

B: Dimethyl-propylidene-ammonium

Conditions

Conditions	Yield
at 280 - 326℃; Kinetics;

: 113-52-0
Imipramine hydrochloride

A: 50-47-5
desipramine

B: 303-70-8
2-hydroxyimipramine

Conditions

Conditions	Yield
With NADP; cDNA-expressed human recombinant CYP1A2 In phosphate buffer at 37℃; for 0.25h; pH=7.4; Enzyme kinetics; Further Variations:; concentration;

: 113-52-0
Imipramine hydrochloride

: 303-70-8
2-hydroxyimipramine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 59 percent / POCl3 / 4 h / 100 °C 2: m-CPBA; TFA / CH2Cl2 / 2 h / 5 - 20 °C 3: conc. HCl / methanol / 2 h View Scheme

: 113-52-0
Imipramine hydrochloride

: 134150-88-2
formic acid 5-(3-dimethylamino-propyl)-10,11-dihydro-5H-dibenzo[b,f]azepin-2-yl ester

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 59 percent / POCl3 / 4 h / 100 °C 2: m-CPBA; TFA / CH2Cl2 / 2 h / 5 - 20 °C View Scheme

: 113-52-0
Imipramine hydrochloride

: 92-70-6
3-Hydroxy-2-naphthoic acid

: 1085510-09-3
imipramine xinafoate

Conditions

Conditions	Yield
In water at 25 - 50℃; for 20h;

: disodium pamoate

: 113-52-0
Imipramine hydrochloride

: imipramine pamoate

Conditions

Conditions	Yield
Stage #1: disodium pamoate; Imipramine hydrochloride In water; acetone at 20 - 55℃; Stage #2: In water at 40 - 70℃;
In water at 5℃;

: 50-49-7
impramine

: 113-52-0
Imipramine hydrochloride

: 6640-22-8, 7681-47-2, 15537-67-4
embonic acid disodium salt

: 10075-24-8
imipramine pamoate

Conditions

Conditions	Yield
With sodium hydroxide In water

...Expand

: 113-52-0
Imipramine hydrochloride

: 494-19-9
9,10-dihydrodibenzazepine

Conditions

Conditions	Yield
With peroxidase from horseradish type VI; dihydrogen peroxide at 37℃; for 1h; pH=7; aq. phosphate buffer; Enzymatic reaction;

: 113-52-0
Imipramine hydrochloride

: imipramine hydrochloride di-zinc chloride

Conditions

Conditions	Yield
With zinc(II) chloride at 60 - 100℃; for 24h; Inert atmosphere; Sealed tube;

: 113-52-0
Imipramine hydrochloride

A: 303-70-8
2-hydroxyimipramine

B: 94436-87-0
4-hydroxyimipramine

C: 1-hydroxyimipramine

D: 3-hydroxyimipramine

Conditions

Conditions	Yield
With NADP+; D-glucose-6- In aq. phosphate buffer; dimethyl sulfoxide at 37℃; for 1h; pH=7.4; Enzymatic reaction;

...Expand

: 113-52-0
Imipramine hydrochloride

: 14206-62-3, 37626-26-9, 40858-57-9, 85750-03-4
2-hydroxynaphthalene-3-carboxylic acid sodium salt

: imipramine xinafoate

Conditions

Conditions	Yield
In water at 50℃; for 20h;	12.7 g

: 113-52-0
Imipramine hydrochloride

: 50-49-7
impramine

Conditions

Conditions	Yield
With sodium hydroxide In water

: C62H68N16O24S4(4-)*4Na(1+)

: 113-52-0
Imipramine hydrochloride

: C19H24N2*ClH*C62H68N16O24S4(4-)*4Na(1+)

Conditions

Conditions	Yield
In aq. phosphate buffer pH=7.4; UV-irradiation;

Imipraminehydrochloride 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

Imipraminehydrochloride Consensus Reports

Reported in EPA TSCA Inventory.

Imipraminehydrochloride 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 NO_x and HCl. See also DIAZEPAM.

Product Name

Imipramine hydrochloride

Synthetic route

Imipraminehydrochloride Toxicity Data With Reference

Imipraminehydrochloride Consensus Reports

Imipraminehydrochloride Safety Profile

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