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Name	Desipramine	EINECS	200-040-0
CAS No.	50-47-5	Density	1.047 g/cm³
PSA	15.27000	LogP	3.98870
Solubility	N/A	Melting Point	212°C
Formula	C18H22 N2	Boiling Point	407.4 °C at 760 mmHg
Molecular Weight	266.386	Flash Point	160.5 °C
Transport Information	N/A	Appearance	N/A
Safety	36	Risk Codes	20/21/22
Molecular Structure		Hazard Symbols	Xn
Synonyms	5H-Dibenz[b,f]azepine,10,11-dihydro-5-[3-(methylamino)propyl]- (6CI,8CI); 10,11-Dihydro-5-[3-(methylamino)propyl]-5-H-dibenz[b,f]azepine;DMI; DMI (pharmaceutical); Demethylimipramine; Desimipramine; Desipramin;Desipramine; Desmethylimipramine; Imipramine, demethyl-;Methylaminopropyliminodibenzyl; Monodemethylimipramine; N-Desmethylimipramine;Norimipramine	Article Data	27

Desipramine Synthetic route

: 50-00-0
formaldehyd

: 2095-95-6
didesmethylimipramine

: 50-47-5
desipramine

Conditions

Conditions	Yield
Stage #1: formaldehyd In methanol at 20℃; for 0.25h; Stage #2: didesmethylimipramine With methanol; sodium tetrahydroborate at 80℃; for 0.666667h; Microwave irradiation;	44%

: 65100-48-3
10,11-dihydro-N-methyl-N-(methyl-d3)-5H-dibenz(b,f)azepine-5-propanamine

A: 50-47-5
desipramine

B: 65100-49-4
5-[3-(N-trideuteromethylamino)propyl]iminodibenzyl

Conditions

Conditions	Yield
With liver microsomes of a rat Product distribution; other reagent (anodic oxidation);

: 50-49-7
impramine

: 50-47-5
desipramine

Conditions

Conditions	Yield
With D-glucose; corn steep liquor; S. aureus; peptone; yeast extract In water at 37℃; Product distribution; other reagents;
With oxygen; palladium on activated charcoal In methanol for 24h; Ambient temperature;
With pooled human liver microsomes; Tris buffer; NADPH; magnesium chloride at 37℃; pH=7.4; Enzyme kinetics;
With human hepatic CYP1A2; human hepatic CYP2C9; human hepatic CYP3A4 Enzymatic reaction;
Multi-step reaction with 2 steps 1: N,N,N',N'-tetramethyl-1,8-diaminonaphthalene / 1,2-dichloro-ethane / 1 h / Reflux 2: 2 h / Reflux View Scheme

: 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

: 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

: 927207-60-1
2-((2Ξ,4S)-3,4r-dimethyl-5c-phenyl-oxazolidin-2-yl)-phenol

: 50-47-5
desipramine

Conditions

Conditions	Yield
With buffer solution; potassium chloride In water at 37℃; Rate constant; other reagents;

: 19009-26-8
[3-(10,11-Dihydro-dibenzo[b,f]azepin-5-yl)-propyl]-ethyl-methyl-amine

A: 50-47-5
desipramine

B: 2095-96-7
10,11-dihydro-N-ethyl-5H-dibenzazepine-5-propanamine

Conditions

Conditions	Yield
With liver microsomes of a rat Product distribution; other reagent (anodic oxidation);

: 81256-33-9
[3-(10,11-Dihydro-dibenzo[b,f]azepin-5-yl)-propyl]-isopropyl-methyl-amine

A: 50-47-5
desipramine

B: 2292-76-4
10,11-dihydro-N-isopropyl-5H-dibenzazepine-5-propanamine

Conditions

Conditions	Yield
With liver microsomes of a rat Product distribution; other reagent (anodic oxidation);

: 81256-34-0
Butyl-[3-(10,11-dihydro-dibenzo[b,f]azepin-5-yl)-propyl]-methyl-amine

A: 50-47-5
desipramine

B: 2064-08-6
10,11-dihydro-N-butyl-5H-dibenzazepine-5-propanamine

Conditions

Conditions	Yield
With liver microsomes of a rat Product distribution; other reagent (anodic oxidation);

: (4S,5R)-2-tert-Butyl-3,4-dimethyl-5-phenyl-oxazolidine

: 50-47-5
desipramine

Conditions

Conditions	Yield
With buffer solution; potassium chloride In water at 37℃; Rate constant; other reagents;

Desipramine Chemical Properties

IUPAC Name: 3-(5,6-Dihydrobenzo[b][1]benzazepin-11-yl)-N-methylpropan-1-amine
The MF of Desipramine (CAS NO.50-47-5) is C₁₈H₂₂N₂.

The MW of Desipramine (CAS NO.50-47-5) is 266.38.
Synonyms of Desipramine (CAS NO.50-47-5): (3-(10H,11H-Dibenzo[b,f]azepin-5-yl)propyl)methylamine ; 10,11-Dihydro-N-methyl-5H-dibenz[b,f]azepine-5-propanamine ; 5-(g-Methylaminopropyl)iminodibenzyl ; 5H-Dibenz(b,f)azepine-5-propanamine, 10,11-dihydro-N-methyl-
Index of Refraction: 1.576
EINECS: 200-040-0
Density: 1.047 g/ml
Flash Point: 160.5 °C
Boiling Point: 407.4 °C
Form: powder
Color: white

Desipramine Uses

Desipramine (CAS NO.50-47-5) is used in chemical reagents, organic intermediates, fine chemicals, pharmaceutical research and development.

Desipramine Toxicity Data With Reference

1.	dnd-esc 20 µmol/L	MUREAV Mutation Research. 89 (1981),95.
2.	cyt-oin-unr 10 g/L	JCLBA3 Journal of Cell Biology. 47 (1970),182a.
3.	orl-wmn LDLo:30 mg/kg:BRN,CNS	34ZIAG Toxicology of Drugs and Chemicals ,Deichmann, W.B.,New York, NY.: Academic Press, Inc.,1969,201.
4.	orl-chd LDLo:125 mg/kg:CNS,PUL	PSYPAG Psychopharmacologia (Berlin). 10 (1967),431.
5.	orl-hmn LDLo:30 mg/kg:CNS,BRN,PUL	DMWOAX Deutsche Medizinische Wochenschrift. 93 (1968),117.
6.	orl-rat LD50:375 mg/kg	ARZNAD Arzneimittel-Forschung. Drug Research. 19 (1969),1617.
7.	ipr-rat LD50:48 mg/kg	ARZNAD Arzneimittel-Forschung. Drug Research. 20 (1970),1561.
8.	scu-rat LD50:183 mg/kg	ARZNAD Arzneimittel-Forschung. Drug Research. 20 (1970),1561.
9.	ivn-rat LD50:29 mg/kg	AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. 148 (1964),560.
10.	orl-mus LD50:448 mg/kg	JJPAAZ Japanese Journal of Pharmacology. 21 (1971),47.

Desipramine Safety Profile

Human poison by ingestion. Experimental poison by ingestion, intraperitoneal, subcutaneous, and intravenous routes. Human systemic effects by ingestion: degenerative brain changes, tremors, coma, and cyanosis. An experimental teratogen. Other experimental reproductive effects. Mutation data reported. An antidepressant. Related to diazepam. When heated to decomposition it emits toxic fumes of NO_x.Safety information of Desipramine (CAS NO.50-47-5):
Hazard Codes Harmful Xn
Risk Statements
20/21/22 Harmful by inhalation, in contact with skin and if swallowed
Safety Statements
36 Wear suitable protective clothing
WGK Germany 3

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