Desipramine

DMI 50475 · Pentofran · Sertofran · Desipramin · Pertrofane · esipramine · DESIPRAMINE · Desimpramine

Identifiers & Physical Properties

CAS No.	50-47-5
Molecular formula	C18H22N2
Average molar mass	266.4 g/mol
Monoisotopic mass	266.1782987 g/mol
SMILES	CNCCCN1c2ccccc2CCc2ccccc21
InChIKey	HCYAFALTSJYZDH-UHFFFAOYSA-N
PubChem CID	2995
ChEMBL	CHEMBL72
ChEBI	CHEBI:47781
EC No.	200-040-0
DTXSID	DTXSID6022896

Chemical & Physical Properties

XLogP	4.9
Topological polar surface area	15.3
Hydrogen bond donors	1
Hydrogen bond acceptors	2
Rotatable bonds	4
Heavy atoms	20
Formal charge	0
Complexity	267
Drugs	DEA NFLIS-Drug Category -> AntidepressantsPharmaceuticalsPharmaceuticals -> Listed in ZINC15
LogP (partition coefficient)	log Kow = 4.903.74.0
Solubility	WHITE CRYSTALLINE POWDERODORLESSBITTER TASTEMELTS WITHIN 5 DEG RANGE BETWEEN 208-218 °C1 G IN CA 4 ML CHLOROFORM, 20 ML WATER, 20 ML ALCFREELY SOL IN METHANOLINSOL IN ETHER /HCL/In water, 58.6 mg/l @ 24 °C.3.96e-02 g/L
Human Drugs	Antidepressants -> Tricyclic antidepressants (TCA)Breast FeedingLactationMilk, HumanAntidepressive AgentsAntidepressive Agents, TricyclicPharmaceuticals
Boiling point	172-174 °C @ 0.02 MM HGbp0.02 172-174°
Decomposition	When heated to decomposition it emits toxic fumes of nitroxides.
Melting point	214-218 °C214 - 218 °C212°C
Physical Description	Solid
Stability/Shelf Life	UNSTABLE AFTER LONG EXPOSURE TO LIGHT, HEAT, & AIR /HYDROGEN CHLORIDE/
Dissociation Constants	10.1610.2310.4
Collision Cross Section	163.5 Å² [M+H]+ [CCS Type: DTBuffer gas: N2Ionization: ESI+Dataset: Antidepressants]160.93 Å² [M+H]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards]163.3 Å² [M+H]+ [CCS Type: TWMethod: Major Mix IMS/Tof Calibration Kit (Waters)]
Density	0.9934 (rough estimate)
Refractive index	1.5200 (estimate)
pKa (acidity coefficient)	pKa 10.21(-)(H2O t=20) (Uncertain)
Physical state	powder
Color	white
FDA UNII	TG537D343B
ATC code	N06AA01
EPA Substance Registry System	Desipramine (50-47-5)
GHS pictogram	GHS08,GHS07
Signal word	Danger
GHS hazard statements	H370-H336-H302
GHS precautionary statements	P264-P270-P301+P312-P330-P501-P261-P271-P304+P340-P312-P403+P233-P405-P501-P260-P264-P270-P307+P311-P321-P405-P501
Hazard symbols	Xn
Risk statements (R)	20/21/22
Safety statements (S)	36
Water hazard class (WGK)	3
Hazardous substances data	50-47-5(Hazardous Substances Data)
REACH registrations	Active

Safety & Regulations

GHS classification	DangerH302 (66.7%): Harmful if swallowed [Warning Acute toxicity, oral]P260, P261, P264, P270, P271, P273, P301+P317, P304+P340, P308+P316, P319, P321, P330, P391, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 3 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Regulatory information	Status: Active Update: 08-02-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/223535H-Dibenzb,fazepine-5-propanamine, 10,11-dihydro-N-methyl-: Does not have an individual approval but may be used under an appropriate group standard
Other safety information	IMAP assessments - 5H-Dibenz[b,f]azepine-5-propanamine, 10,11-dihydro-N-methyl-: Environment tier I assessment
FDA requirements	Manufacturers, packers, and distributors of drug and drug products for human use are responsible for complying with the labeling, certification, and usage requirements as prescribed by the Federal Food, Drug, and Cosmetic Act, as amended (secs 201-902, 52 Stat. 1040 et seq., as amended21 U.S.C. 321-392).
Hazard Classes and Categories	Acute Tox. 4 (66.7%)
Storage conditions	Desipramine hydrochloride capsules and tablets should be stored in tight containers at a temperature less than 40 °C, preferably at 15-30 °C. /Desipramine hydrochloride/
Disposal methods	SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.
Treatment	Obtain an ECG and immediately initiate cardiac monitoring. Protect the patient's airway, establish an intravenous line, and initiate gastric decontamination. A minimum of 6 hours of observation with cardiac monitoring and observation for signs of CNS or respiratory depression, hypotension, cardiac dysrhythmias and/or conduction blocks, and seizures is necessary. If signs of toxicity occur at any time during this period, extended monitoring is required. Follow ECG, renal function, CPK, and arterial blood gasses as clinically indicated. (L1712)

Applications & Uses

Uses

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

Uses

Antidepressant.