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Doxapram hydrochloride monohydrate

Product Name
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
Formula Weight
432.99
MOL File
7081-53-0.mol
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Doxapram hydrochloride monohydrate Property

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
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Safety

RIDADR 
UN 2811 6.1 / PGIII
HS Code 
2934990002
Toxicity
LD50 orally in rats: 261 mg/kg (Goldenthal)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
D2963000
Product name
Doxapram hydrochloride
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
d2963000
Price
$150
Updated
2024/03/01
Sigma-Aldrich
Product number
1225000
Product name
Doxapram hydrochloride
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
200mg
Price
$436
Updated
2024/03/01
Sigma-Aldrich
Product number
BP135
Product name
Doxapram hydrochloride
Purity
British Pharmacopoeia (BP) Assay Standard
Packaging
100MG
Price
$262
Updated
2023/06/20
Cayman Chemical
Product number
23794
Product name
Doxapram (hydrochloride hydrate)
Purity
≥95%
Packaging
5mg
Price
$32
Updated
2024/03/01
Cayman Chemical
Product number
23794
Product name
Doxapram (hydrochloride hydrate)
Purity
≥95%
Packaging
10mg
Price
$57
Updated
2024/03/01
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Doxapram hydrochloride monohydrate Chemical Properties,Usage,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

Raw materials

Preparation Products

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View Lastest Price from Doxapram hydrochloride monohydrate manufacturers

Anhui Ruihan Technology Co., Ltd
Product
Doxapram hydrochloride monohydrate 7081-53-0
Price
US $50.00/kg
Min. Order
1kg
Purity
99.9%
Supply Ability
10000tons
Release date
2023-08-22
Hebei Ruiyao Biotechnology Co. Ltd
Product
Doxapram HCl 7081-53-0
Price
US $10.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
1000kg
Release date
2023-06-07
Hebei Zhanyao Biotechnology Co. Ltd
Product
Doxapram Hydrochloride Monohydrate 7081-53-0
Price
US $10.00/Kg/Bag
Min. Order
1Kg/Bag
Purity
99%
Supply Ability
20 Tons
Release date
2021-11-18

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