1-Ethyl-4-[2-(morpholin-4-yl)ethyl]-3,3-diphenylpyrrolidin-2-one hydrochloride hydrate
Basic information
- CAS
7081-53-0- Standard SMILES
CCN1CC(CC[NH+]2CCOCC2)C(c2ccccc2)(c2ccccc2)C1=O.O.[Cl-]- InChIKey
ZOMBFZRWMLIDPX-UHFFFAOYSA-N- Molecular formula
- C24H33ClN2O3
- Average molar mass
- 433 g/mol
- Monoisotopic mass
- 432.2179706
Overview
Doxapram hydrochloride monohydrate is the monohydrate form of doxapram hydrochloride. A central and respiratory stimulant with a brief duration of action, it is used as a temporary treatment of acute respiratory failure, particularly when superimposed on chronic obstructive pulmonary disease, and of postoperative respiratory depression. It has also been used for treatment of postoperative shivering. It has a role as a central nervous system stimulant. It contains a doxapram hydrochloride (anhydrous).
Names & identifiers
- Preferred name
- 1-Ethyl-4-[2-(morpholin-4-yl)ethyl]-3,3-diphenylpyrrolidin-2-one hydrochloride hydrate
- IUPAC
- 1-ethyl-4-(2-morpholin-4-ium-4-ylethyl)-3,3-diphenylpyrrolidin-2-one;chloride;hydrate
- English name
- Doxapram hydrochloride monohydrate
- Molecular formula
- C24H30N2O2.ClH.H2O
- Molecular weight
- 432.99
Names & synonyms
(+-)-doxapram hydrochloride monohydrate1-ethyl-4-[2-(morpholin-4-yl)ethyl]-3,3-diphenylpyrrolidin-2-one hydrochloride hydrate1-ethyl-4-[2-(morpholin-4-yl)ethyl]-3,3-diphenylpyrrolidin-2-one hydrochloride monohydrate(+-+-)-1-ethyl-4-(2-morpholinoethyl)-3,3-diphenyl-2-pyrrolidinone monohydrochloride monohydrate1-ethyl-4-[2-(morpholin-4-yl)ethyl]-3,3-diphenylpyrrolidin-2-one hydrochloride--water (1/1)4-[2-(1-ethyl-5-oxo-4,4-diphenylpyrrolidin-3-yl)ethyl]morpholin-4-ium chloride--water (1/1)DOXAPRAM HYDROCHLORIDEDOXAPRAM HCL1-ethyl-4-(2-morpholinoethyl)-3,3-diphenyl-2-pyrrolidinonehydrochloridehydrstimulexinDoxapraM HCL APIDoxapram Hydrochoride
Show more names
Doxapram hydrochloride CRSDoxapraM Hydrochloride, USPdoxapramhydrochloridehydrateDopram hydrochloride hydrate
Properties
Computed structural properties
- Topological polar surface area
- 35 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 6
- Heavy atoms
- 30
- Formal charge
- 0
- Complexity
- 487
Physicochemical properties
- Melting point
- 217 · 217-219°
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- Soluble in water, in alcohol and in methylene chloride.
- form
- Solid
- color
- White to off-white
- Major Application
- pharmaceutical (small molecule)
- InChI
- InChI=1S/C24H30N2O2.ClH.H2O/c1-2-26-19-22(13-14-25-15-17-28-18-16-25)24(23(26)27,20-9-5-3-6-10-20)21-11-7-4-8-12-21;;/h3-12,22H,2,13-19H2,1H3;1H;1H2
- InChIKey
- ZOMBFZRWMLIDPX-UHFFFAOYSA-N
- SMILES
- C1(=O)N(CC)CC(CCN2CCOCC2)C1(C1C=CC=CC=1)C1C=CC=CC=1.Cl.O
- FDA UNII
- 5 RU6UOQ5Y · P5RU6UOQ5Y
- UNSPSC Code
- 41116107 · 41116107
- NACRES
- 24 · NA.24
- Excreted unchanged in urine
- 5 % · <5%
- Volume of distribution
- 0.58 · 0.58-2.74(L/kg)
- Biological half-life
- 2.4 · 2.4-4.1 / -
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- WGK 3
- ridadr
- UN 2811 6.1 / PGIII
- hs_code
- 2934990002
- Toxicity
- LD50 orally in rats: 261 mg/kg (Goldenthal)
- Signal word
- Danger
- Symbol(GHS)
- GHS06
- Storage Class
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
- Hazard statements
- H301
- Hazard Classifications
- Acute Tox. 3 Oral
- Precautionary statements
- P301+P330+P331+P310
Chemistry & industry
Applications
DescriptionDoxapram is a central respiratory stimulant. It increases respiration and phrenic nerve activity in anesthetized cats at a dose of 1.0 mg/kg. Doxapram acts through carotid chemoreceptors, lacking activity in anesthetized cats following carotid denervation. Formulations containing doxapram have been used to increase respiration in patients with chronic pulmonary disease, respiratory depression induced by drug overdose, and to stimulate deep breathing post-anesthesia.
Usesantibacterial
General DescriptionDoxapram, 1-ethyl-4-(2-morpholinoethyl)-3,3-diphenyl-2-pyrrolidinone hydrochloride hydrate (Dopram), has an obscuremolecular mechanism of action. Overall, it stimulatesrespiration by action on peripheral carotid chemoreceptors.It has use as a respiratory stimulant postanesthetically, afterCNS depressant drug overdose, in chronic obstructive pulmonarydiseases, and in the apneas. Dopram is administeredexclusively by intravenous injection. Because of the benzylalcohol content of the injectable formulation, Dopram mustnever be given to neonates.
Upstream & downstream products
Upstream raw materials
Additional notes
DefinitionChEBI: The monohydrate form of doxapram hydrochloride. A central and respiratory stimulant with a brief duration of action, it is used as a temporary treatment of acute respiratory failure, particularly when superimposed on chronic obstructive pulmonary disease, nd of postoperative respiratory depression. It has also been used for treatment of postoperative shivering.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…