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DESIPRAMINE

Product Name
DESIPRAMINE
CAS No.
50-47-5
Chemical Name
DESIPRAMINE
Synonyms
DMI 50475;Pentofran;Sertofran;Desipramin;Pertrofane;esipramine;DESIPRAMINE;Desimpramine;Desimipramine;Norimipramine
CBNumber
CB3257775
Molecular Formula
C18H22N2
Formula Weight
266.38
MOL File
50-47-5.mol
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DESIPRAMINE Property

Melting point:
212°C
Boiling point:
bp0.02 172-174°
Density 
0.9934 (rough estimate)
refractive index 
1.5200 (estimate)
pka
pKa 10.21(-)(H2O t=20) (Uncertain)
form 
powder
color 
white
EPA Substance Registry System
Desipramine (50-47-5)
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Safety

Hazard Codes 
Xn
Risk Statements 
20/21/22
Safety Statements 
36
WGK Germany 
3
Hazardous Substances Data
50-47-5(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H302Harmful if swallowed

H336May cause drowsiness or dizziness

H370Causes damage to organs

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P307+P311IF exposed: call a POISON CENTER or doctor/physician.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P321Specific treatment (see … on this label).

P330Rinse mouth.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Usbiological
Product number
D3219-92B
Product name
Desipramine
Packaging
500ul
Price
$319
Updated
2021/12/16
Usbiological
Product number
226913
Product name
Desipramine
Packaging
500ul
Price
$360
Updated
2021/12/16
Usbiological
Product number
226914
Product name
Desipramine
Packaging
500ul
Price
$360
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0009063
Product name
DESIPRAMINE
Purity
95.00%
Packaging
0.5G
Price
$529
Updated
2021/12/16
Medical Isotopes, Inc.
Product number
D33925
Product name
Desipramine-d4HCl
Packaging
1mg
Price
$670
Updated
2021/12/16
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DESIPRAMINE Chemical Properties,Usage,Production

Originator

Pertofran,Geigy,UK,1963

Uses

Desipramine is used for depression of various etiology and in particular for endogenous depression.

Uses

Antidepressant.

Definition

ChEBI: A dibenzoazepine consisting of 10,11-dihydro-5H-dibenzo[b,f]azepine substituted on nitrogen with a 3-(methylamino)propyl group.

Manufacturing Process

Oxidative coupling of o-nitrotoluene gives 4,4'-dinitrodibenzyl which is reduced with hydrogen to the diamine. The diamine is pyrolyzed to give dihydrobenzazepine. This is reacted with N-(3-chloropropyl)-Nmethylbenzamine to give N-benzyldesipramine. This is debenzylated by reductive cleavage and then reacted with HCl.

brand name

Norpramin (Sanofi Aventis); Pertofrane (Sanofi Aventis).

Therapeutic Function

Psychostimulant

Mechanism of action

Its antidepressant effect results from increases in the level of NE in CNS synapses, and long-term administration causes a downregulation of α1-adrenoceptors and desensitization of presynaptic α2-receptors, equilibrating the noradrenergic system and, thus, correcting the dysregulated output of depressed patients. The SSRIs do not produce this effect. Desipramine also downregulates the NET, but not the 5-SERT . Substantial loss of NE transporter–binding sites takes 15 days to occur and is accompanied by a marked reduction of NET function in vivo. Desipramine has weak effects on 5-HT reuptake.

Synthesis

Desipramine, 10,11-dihydro-5-[3-(methylamino)propyl]-5H-dibenz[b,f] azepine (7.1.13), differs from imipramine in that it contains only one methyl group on the nitrogen atom of the propylamine side chain. The suggested methods of desipramine synthesis are very simple, and the difference lies only in the manner in which the secondary methylamine group is introduced into the structure of the drug.
The first way of synthesis is by the alkylation of 10,11-dihydro-5H-dibenz[b,f]azepine using 1-bromo-3-chloropropane in the presence of sodium amide into a chloro derivative (7.1.12) and the subsequent reaction of this with methylamine, giving desipramine (7.1.13) [18–20].

Finally, a second way of synthesis is from imipramine (7.1.1), which undergoes demethylation by successive reaction with ethyl chloroformate, giving 5-[3-(N-carbethoxy-N-methyl)aminopropyl]-10,11-dihydro-5H-dibenz[b,f]azepine (7.1.15), the alkaline hydrolysis of which leads to desipramine (7.1.13) [23,24].

Metabolism

Desipramine is a dihydrodibenzazepine secondary amine TCA that also is the active metabolite of imipramine. Desipramine appears to have a bioavailability comparable to the other secondary TCAs. Desipramine is distributed into milk in concentrations similar to those present at steady state in maternal plasma. This drug is metabolized primarily by CYP2D6 to its 2-hydroxy metabolite and by CYP1A2 and CYP2C19 to its N-demethylated (primary amine) metabolite . Desipramine exhibits a greater potency and selectivity for the NET than the other secondary TCAs do.

DESIPRAMINE Preparation Products And Raw materials

Raw materials

Preparation Products

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DESIPRAMINE Suppliers

LGM Pharma
Tel
1-(800)-881-8210
Fax
615-250-9817
Email
inquiries@lgmpharma.com
Country
United States
ProdList
2127
Advantage
70
Syntechem Co.,Ltd
Tel
Fax
E-Mail Inquiry
Email
info@syntechem.com
Country
China
ProdList
12990
Advantage
57
Hangzhou Sage Chemical Co., Ltd.
Tel
+86057186818502 13588463833
Fax
Pls mail us for more information!
Email
info@sagechem.com
Country
China
ProdList
10269
Advantage
58
Beijing HuaMeiHuLiBiological Chemical
Tel
010-56205725
Fax
010-65763397
Email
waley188@sohu.com
Country
China
ProdList
12338
Advantage
58
Jiangsu Aikon Biopharmaceutical R&D co.,Ltd.
Tel
025-66113011 18112977050
Email
cb6@aikonchem.com
Country
China
ProdList
16687
Advantage
50
SuZhou Medinoah Co.,LTD.
Tel
0512-0512-69561983 13914027025
Fax
0512-69561982
Email
he_qf@medinoah.com
Country
China
ProdList
3357
Advantage
58
SHANDONG ZHI SHANG CHEMICAL CO.LTD
Tel
+86 18953170293
Fax
+86 0531-67809011
Email
sales@sdzschem.com
Country
China
ProdList
2931
Advantage
58
Dideu Industries Group Limited
Tel
+86-29-89586680 +86-15129568250
Email
1026@dideu.com
Country
China
ProdList
29831
Advantage
58
Dayang Chem (Hangzhou) Co.,Ltd.
Tel
571-88938639 +8617705817739
Fax
+86-571-88938652,+86-571- 88492614
Email
info@dycnchem.com
Country
CHINA
ProdList
52867
Advantage
58
AFINE CHEMICALS LIMITED
Tel
0571-85134551
Fax
008657185134895
Email
info@afinechem.com
Country
CHINA
ProdList
15377
Advantage
58
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View Lastest Price from DESIPRAMINE manufacturers

Dideu Industries Group Limited
Product
DESIPRAMINE 50-47-5
Price
US $1.10/g
Min. Order
1g
Purity
99.9%
Supply Ability
100 Tons min
Release date
2021-07-26

50-47-5, DESIPRAMINERelated Search:


  • TIMTEC-BB SBB002569
  • N-[3-(10,11-DIHYDRO-5H-DIBENZO[B,F]AZEPIN-5-YL)PROPYL]-N-METHYLAMINE HYDROCHLORIDE
  • DESIPRAMINE
  • AURORA KA-7618
  • 10,11-Dihydro-5-(3-methylaminopropyl)-5H-dibenz(b,f)azepine
  • 3-(10,11-Dihydro-5H-dibenzo[b,f]azepin-5-yl)-N-methyl-1-propanamine
  • 5H-Dibenz[b,f]azepine, 10,11-dihydro-5-[3-(methylamino)propyl]-
  • 5H-Dibenz[b,f]azepine-5-propanamine, 10,11-dihydro-N-methyl-
  • 5H-Dibenzo[b, f]azepine, N-(3-methylaminopropyl)-
  • Demethylimipramine
  • Desimipramine
  • Desimpramine
  • Desipramin
  • Desmethylimipramine
  • Dimethylimipramine
  • DMI 50475
  • Imipramine, demethyl-
  • Methylaminopropyliminodibenzyl
  • Monodemethylimipramine
  • Norimipramine
  • Pentofran
  • Pertrofane
  • Sertofran
  • 3-(10,11-dihydrodibenz(b,f)azepin-5-yl)methylpropylamine
  • DESIPRAMINE,1.0MG/MLINMETHANOL
  • Desipramine (base and/or unspecified salts)
  • 3-(10,11-Dihydro-5H-dibenzo[b,f]azepin-5-yl)-N-methylpropan-1-amine
  • esipramine
  • DESIPRAMINE USP/EP/BP
  • Desipramine D6
  • 50-47-5