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Doxapram hydrochloride monohydrate

CAS No.
7081-53-0
Chemical Name:
Doxapram hydrochloride monohydrate
Synonyms
stimulexin;DOXAPRAM HCL;DoxapraM HCL API;Doxapram Hydrochoride;DOXAPRAM HYDROCHLORIDE;Doxapram hydrochloride CRS;DoxapraM Hydrochloride, USP;doxapramhydrochloridehydrate;Dopram hydrochloride hydrate;Doxapram hydrochloride monohyd
CBNumber:
CB6189200
Molecular Formula:
C24H30N2O2.ClH.H2O
Molecular Weight:
432.99
MDL Number:
MFCD09954698
MOL File:
7081-53-0.mol
Last updated:2024-07-02 08:55:13

Doxapram hydrochloride monohydrate Properties

Melting point 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
InChIKey ZOMBFZRWMLIDPX-UHFFFAOYSA-N
FDA UNII P5RU6UOQ5Y

Pharmacokinetic data

Excreted unchanged in urine <5%
Volume of distribution 0.58-2.74(L/kg)
Biological half-life 2.4-4.1 / -

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS06
Signal word  Danger
Hazard statements  H301
Precautionary statements  P301+P330+P331+P310
RIDADR  UN 2811 6.1 / PGIII
HS Code  2934990002
Toxicity LD50 orally in rats: 261 mg/kg (Goldenthal)
NFPA 704
0
2 0

Doxapram hydrochloride monohydrate price More Price(32)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich D2963000 Doxapram hydrochloride European Pharmacopoeia (EP) Reference Standard 7081-53-0 d2963000 $150 2024-03-01 Buy
Sigma-Aldrich 1225000 Doxapram hydrochloride United States Pharmacopeia (USP) Reference Standard 7081-53-0 200mg $436 2024-03-01 Buy
Sigma-Aldrich BP135 Doxapram hydrochloride British Pharmacopoeia (BP) Assay Standard 7081-53-0 100MG $262 2023-06-20 Buy
Cayman Chemical 23794 Doxapram (hydrochloride hydrate) ≥95% 7081-53-0 5mg $32 2024-03-01 Buy
Cayman Chemical 23794 Doxapram (hydrochloride hydrate) ≥95% 7081-53-0 10mg $57 2024-03-01 Buy
Product number Packaging Price Buy
D2963000 d2963000 $150 Buy
1225000 200mg $436 Buy
BP135 100MG $262 Buy
23794 5mg $32 Buy
23794 10mg $57 Buy

Doxapram hydrochloride monohydrate Chemical Properties,Uses,Production

Description

Doxapram 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.

Chemical Properties

White or almost white, crystalline powder.

Originator

Dopram,Robins,US,1965

Uses

antibacterial

Definition

ChEBI: 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.

Manufacturing Process

(A) Preparation of α-(1-ethyl-3-pyrrolidyl)-α,α-diphenylacetonitrile: A suspension of the sodium salt of diphenylacetonitrile was formed by the dropwise addition at 50°C of 193 grams (1.0 mol) of diphenylacetonitrile to a stirred suspension of 43 grams (1.1 mols) of sodium amide in 1 liter of dry toluene. After addition was complete, the mixture was refluxed for 4 hours and then, to the refluxing mixture, 1.0 mol of 1-ethyl-3-chloropyrrolidine was added at a rapid dropwise rate with continuous stirring. After addition was complete, stirring and refluxing were continued for 3 hours. The mixture was then cooled and extracted with one normal hydrochloric acid. The aqueous layer together with an oil layer were separated, made basic with dilute sodium hydroxide, and extracted with ether. The ethereal solution was dried over sodium sulfate and concentrated and the residue was distilled in vacuo. The material crystallized from a 4:1 ethanol-water mixture.
(B) Preparation of 4-(β-chloroethyl)-3,3-diphenyl-1-ethyl-2-pyrrolidinone: A solution of α,α-diphenyl-α-(1-ethyl-3-pyrrolidyl)-acetonitrile in 70% sulfuric acid was heated at 130-140°C for 48 hours, poured onto ice, made basic with sodium hydroxide, and extracted with chloroform. The chloroform solution was acidified with hydrogen chloride gas, dried over sodium sulfate and concentrated. The residue was refluxed in 500 ml of thionyl chloride for 3 hours; the resulting solution was concentrated in vacuo; and the residue wascrystallized from isopropyl ether.
(C) Preparation of doxapram hydrochloride [3,3-diphenyl-1-ethyl-4-(2- morpholino-ethyl)-2-pyrrolidinone hydrochloride monohydrate]: A solution of 25 grams (0.076 mol) of 4-(2-chloroethyl)-3,3-diphenyl-1-ethyl-2- pyrrolidinone and 13.3 grams (0.153 mol) of morpholine in 500 ml of absolute ethanol was heated at 95°-120°C for 21 hours in a closed system and concentrated in vacuo. The residue was dissolved in 300 ml of two normal hydrochloric acid and extracted with 150 ml of ethyl acetate. A solid crystallized (13 g) during the extraction and was removed by filtration. MP 217°-219°C. The acid extracts were made basic with sodium hydroxide and extracted with ether, and the ether solution was concentrated in vacuo and the residue was suspended in six normal hydrochloric acid. Additional crystalline product formed and was recrystallized from two normal hydrochloric acid. Yield, 10 grams; MP 217°-219°C. Total yield, 23 grams (70%).

brand name

Dopram (Baxter Healthcare).

Therapeutic Function

Respiratory stimulant

General Description

Doxapram, 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.

Clinical Use

Postoperative respiratory depression
Acute respiratory failure

Drug interactions

Potentially hazardous interactions with other drugs
Anaesthetics: increased risk of arrhythmias with volatile liquid general anaesthetics - avoid for at least 10 minutes after volatile liquid general anaesthetics.

Metabolism

Doxapram is extensively metabolised in the liver, and the major route of excretion of metabolites and a small amount of unchanged drug is thought to be via bile to the faeces.

Doxapram hydrochloride monohydrate Preparation Products And Raw materials

Global( 201)Suppliers
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Anhui Ruihan Technology Co., Ltd
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Henan Tianfu Chemical Co.,Ltd.
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View Lastest Price from Doxapram hydrochloride monohydrate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Doxapram hydrochloride monohydrate pictures 2023-08-22 Doxapram hydrochloride monohydrate
7081-53-0
US $50.00 / kg 1kg 99.9% 10000tons Anhui Ruihan Technology Co., Ltd
Doxapram Hydrochloride Monohydrate pictures 2021-11-19 Doxapram Hydrochloride Monohydrate
7081-53-0
US $10.00 / Kg/Bag 1Kg/Bag 99% 20 Tons Hebei Zhanyao Biotechnology Co. Ltd
Doxapram hydrochloride monohydrate USP/EP/BP pictures 2021-07-29 Doxapram hydrochloride monohydrate USP/EP/BP
7081-53-0
US $1.10 / g 1g 99.9% 100 Tons min Dideu Industries Group Limited

Doxapram hydrochloride monohydrate Spectrum

1-ethyl-4-(2-morpholinoethyl)-3,3-diphenyl-2-pyrrolidinonehydrochloridehydr 1-ethyl-4-(2-morpholinoethyl)-3,3-diphenyl-2-pyrrolidinonmonohydrochloride doxapramhydrochloridehydrate stimulexin 1-ethyl-4-[2-(4-morpholinyl)ethyl]-3,3-dephenyl-2-pyrrolidinone hydrochloride monohydrate DOXAPRAM HCL DOXAPRAM HYDROCHLORIDE doxapram hydrochloride monohydrate 1-ethyl-4-(2-morpholin-4-ylethyl)-3,3-diphenyl-pyrrolidin-2-one hydrate hydrochloride 1-ethyl-4-(2-morpholin-4-ylethyl)-3,3-diphenylpyrrolidin-2-one hydrate hydrochloride 1-ethyl-4-(2-morpholinoethyl)-3,3-diphenyl-2-pyrrolidone hydrate hydrochloride Doxapram Hydrochloride (200 mg) Doxapram Hydrochoride 2-Pyrrolidinone, 1-ethyl-4-2-(4-morpholinyl)ethyl-3,3-diphenyl-, monohydrochloride, monohydrate DOTHIEPINHYDROCHLORIDE,ANHYDROUS 2-Pyrrolidinone, 1-ethyl-4-[2-(4-morpholinyl)ethyl]-3,3-diphenyl-, hydrochloride, hydrate (1:1:1) 1-Ethyl-4-[2-(4-morpholinyl)ethyl]-3,3-diphenyl-2-pyrrolidinone monohydrochloride monohydrate Doxapram Hydrochloride Doxapram Hydrochloride 1-Ethyl-4-(2-morpholinoethyl)-3,3-diphenyl-2-Pyrrolidinone, monohydrochloride, monohydrate(8CI) 1-Ethyl-4-[2-(4-morpholinyl)ethyl]-3,3-diphenyl-2-pyrrolidinone, hydrochloride, hydrate(1:1:1) DoxapraM Hydrochloride, USP (4S)-1-ethyl-4-[2-(Morpholin-4-yl)ethyl]-3,3-diphenylpyrrolidin-2-one DoxapraM HCL API 1-Ethyl-4-(2-Morpholinoethyl)-3,3-diphenyl-2-pyrrolidinone hydrochloridehydrate 1-Ethyl-4-[2-(4-Morpholinyl)ethyl]-3,3-diphenyl-2-Pyrrolidinone, Monohydrochloride, Monohydrate (9CI) DoxapraM Hydrochoride Monohydrate Doxapram hydrochloride monohyd 1-ethyl-4-[2-(4-morpholinyl)ethyl]-3,3-diphenyl-2-pyrrolidinone hydrate hydrochloride Dopram hydrochloride hydrate DOPRAM HYDROCHLORIDE HYDRATE;STIMULEX HYDROCHLORIDE HYDRATE;RESPIRAM HYDROCHLORIDE HYDRATE Respiram hydrochloride hydrate Stimulex hydrochloride hydrate Doxapram hydrochloride CRS (4RS)-1-Ethyl-4-[2-(morpholin-4-yl)ethyl]-3,3- diphenylpyrrolidin-2-one hydrochloride oxapramhydrochloridemonohydrate Doxapram hydrochloride monohydrate USP/EP/BP 1-Ethyl-4-(2-morpholinoethyl)-3,3-diphenylpyrrolidin-2-one hydrochloride hydrate Doxapram hydrochloride (AHR-619) Doxapram Hydrochloride (1225000) 7081-53-0 C24H30N2O2HCl C24H33ClN2O3 C24H30N2O2HClH2O Inhibitors API MECLAN Other APIs Pharmaceutical material and intermeidates