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50-47-5

Basic Information
CAS No.: 50-47-5
Name: DESIPRAMINE
Article Data: 27
Molecular Structure:
Molecular Structure of 50-47-5 (DESIPRAMINE)
Formula: C18H22 N2
Molecular Weight: 266.386
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
EINECS: 200-040-0
Density: 1.047 g/cm3
Melting Point: 212°C
Boiling Point: 407.4 °C at 760 mmHg
Flash Point: 160.5 °C
Hazard Symbols: HarmfulXn
Risk Codes: 20/21/22
Safety: 36
PSA: 15.27000
LogP: 3.98870
Synthetic route
50-00-0

formaldehyd

2095-95-6

didesmethylimipramine

50-47-5

desipramine

Conditions
ConditionsYield
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
ConditionsYield
With liver microsomes of a rat Product distribution; other reagent (anodic oxidation);
50-49-7

impramine

50-47-5

desipramine

Conditions
ConditionsYield
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
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
927207-60-1

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

50-47-5

desipramine

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With buffer solution; potassium chloride In water at 37℃; Rate constant; other reagents;
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    Molecular Formula: C18H22N2 Formula Weight: 266.38

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Chemistry

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

Uses

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

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.

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 NOx.Safety information of Desipramine (CAS NO.50-47-5):
Hazard Codes  HarmfulXn
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