ChemicalBook > CAS DataBase List > Midodrine hydrochloride

Midodrine hydrochloride

Product Name
Midodrine hydrochloride
CAS No.
3092-17-9
Chemical Name
Midodrine hydrochloride
Synonyms
GUTRON;AMATINE;ST-1085;HIPERTAN;MIDODRINE;METLIGINE;PROAMATINE;MIDODRINE HCL;Prestwick_625;MIDODRINE HYDROCHLORIDE
CBNumber
CB6117144
Molecular Formula
C12H19ClN2O4
Formula Weight
290.74
MOL File
3092-17-9.mol
More
Less

Midodrine hydrochloride Property

Melting point:
192-193°C
storage temp. 
-20°C Freezer
InChIKey
MGCQZNBCJBRZDT-UHFFFAOYSA-N
CAS DataBase Reference
3092-17-9(CAS DataBase Reference)
More
Less

Safety

Hazard Codes 
T
Risk Statements 
25
Safety Statements 
45
RIDADR 
UN 2811 6.1/PG 3
WGK Germany 
3
RTECS 
AB4343000
HS Code 
29242990
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

Precautionary statements

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
M8277
Product name
Midodrine hydrochloride
Purity
analytical standard, for drug analysis
Packaging
1g
Price
$377
Updated
2024/03/01
Sigma-Aldrich
Product number
1443704
Product name
Midodrine hydrochloride
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
200mg
Price
$436
Updated
2024/03/01
Sigma-Aldrich
Product number
M8277
Product name
Midodrine hydrochloride
Purity
analytical standard, for drug analysis
Packaging
50mg
Price
$114
Updated
2024/03/01
Usbiological
Product number
M3895-06K
Product name
Midodrine, Hydrochloride
Packaging
10mg
Price
$403
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0024416
Product name
MIDODRINE HYDROCHLORIDE
Purity
95.00%
Packaging
5MG
Price
$418
Updated
2021/12/16
More
Less

Midodrine hydrochloride Chemical Properties,Usage,Production

Chemical Properties

Crystalline Solid

Originator

Gutron,Hormonchemie,W. Germany,1977

Uses

morphine antagonist

Uses

A phenylalkanolamine derivative which has been found to be effective in treating hypertensive conditions due to their long lasting blood pressure increasing effects

Definition

ChEBI: A hydrochloride resulting from the combination of equimolar amounts of midodrine and hydrogen chloride. Midodrine is a direct-acting sympathomimetic with selective alpha-adrenergic agonist activity. The hydrochloride salt is used as a periph ral vasoconstrictor in the treatment of certain hypotensive states. The main active moiety is its major metabolite, deglymidodrine.

Manufacturing Process

19.5 parts of carbobenzoxyglycine, 7.1 parts of triethylamine and 162 parts ofdry toluene are mixed with 11.2 parts of isovaleric acid chloride at 0°C toform the mixed anhydride and the mixture is agitated for two hours at 0°C.32.4 parts of 1-(2',5'-dimethoxyphenyl)-2-aminoethanol-(1) are then added,the mixture is agitated for four hours at a temperature between 0°C and+10°C and then left to stand overnight at that temperature. A thick crystalpaste forms. The reaction product is dissolved in 450 parts of ethyl acetateand 200 parts of water. The ethyl acetate solution is separated, washed withhydrochloric acid, sodium bicarbonate solution and water, dried over sodiumsulfate and inspissated. The inspissation residue is digested with 342 parts ofxylene, the required product crystallizing out. 34.9 parts of 1-(2',5'-dimethoxyphenyl)-2-(N-carbobenzoxyglycineamido)-ethanol-(1) are obtained.66.2 parts of 1-(2',5'-dimethoxyphenyl)-2-(N-carbobenzoxyglycineamido)-ethanol-(1) are hydrogenated in the presence of 6.6 parts of palladium carbon(10%) in 2,000 parts of glacial acetic acid. When no more hydrogen isabsorbed (3 mols of hydrogen are used), hydrogenation stops. The catalyst isremoved by suction and the equivalent quantity of hydrochloric acid in ethanolis added to the filtrate with agitation. During further agitation at roomtemperature 28.6 parts of crude 1-(2',5'-dimethoxyphenyl)-2-glycineamidoethanol-(1)hydrochloride crystallize, and are isolated andrecrystallized from water-methanol for purification. 22.1 parts of pure productare obtained with a melting point of 192°C to 193°C.
An alternative synthesis route is described by Kleeman and Engel.

brand name

Orvaten (UpsherSmith); Proamatine (Shire).

Therapeutic Function

Peripheral vasotonic, Antihypotensive

General Description

Midodrine is the N-glycyl prodrug ofthe selectiveα1-agonist desglymidodrine. Removal of theN-glycyl moiety from midodrine occurs readily in the liver aswell as throughout the body, presumably by amidases.Midodrine is orally active and represents another example ofa dimethoxy-β-phenylethylamine derivative that is used therapeuticallyfor its vasoconstrictor properties. Specifically, it isused in the treatment of symptomatic orthostatic hypotension.

Clinical Use

Treatment of orthostatic hypotension, including dialysis related hypotension

Drug interactions

Potentially hazardous interactions with other drugs
Adrenergic neurone blockers: midodrine antagonises hypotensive effect.
Anaesthetics: risk of arrhythmias if given with volatile anaesthetics.
Antidepressants: risk of arrhythmias and hypertension if given with tricyclic antidepressants, MAOIs and moclobemide.
Antihypertensives: antagonise hypertensive effect of midodrine; risk of severe hypertension if given with beta-blockers.
Dopaminergics: avoid with rasagiline and selegiline.
Other drugs which increase blood pressure: enhanced hypertensive effect.

Metabolism

Undergoes enzymatic hydrolysis in the systemic circulation to an active metabolite (desglymidodrine)

Midodrine hydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

More
Less

Midodrine hydrochloride Suppliers

PAR PHARMACEUTICAL INC
Tel
--
Fax
--
Email
druginfo@parpharm.com
Country
Ireland
ProdList
9
Advantage
58
More
Less

View Lastest Price from Midodrine hydrochloride manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
Midodrine hydrochloride 3092-17-9
Price
US $0.00/KG
Min. Order
1KG
Purity
98%min
Supply Ability
30tons/month
Release date
2023-02-03
Shaanxi Dideu Medichem Co. Ltd
Product
Midodrine hydrochloride 3092-17-9
Price
US $0.00-0.00/KG
Min. Order
1g
Purity
99%
Supply Ability
2000tons
Release date
2019-12-31
Shaanxi Dideu Medichem Co. Ltd
Product
Midodrine hydrochloride 3092-17-9
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20T
Release date
2024-08-05

3092-17-9, Midodrine hydrochlorideRelated Search:


  • [+/-]-1-[2,5-DIMETHOXYPHENYL]-2-GLYCINAMIDOETHANOL HYDROCHLORIDE
  • AMATINE
  • METLIGINE
  • HIPERTAN
  • GUTRON
  • 2-amino-n-(2-(2,5-dimethoxyphenyl)-2-hydroxyethyl)-acetamidmonohydrochlo
  • acetamide,2-amino-n-(beta-hydroxy-2,5-dimethoxyphenethyl)-,monohydrochloride,
  • PROAMATINE
  • MIDODRINE HCL
  • MIDODRINE HYDROCHLORIDE
  • MIDODRINE
  • ST-1085
  • ST-1085, Amatine, Gutron, Hipertan, Metligine, ProAmatine,
  • (±)-1-(2,5-dimethoxyphenyl)-2-glycinamidoethanol
  • (+/-)-1-(2,5-Dimethoxyphenyl)-2-glycinamidoethanol hydrochloride
  • Prestwick_625
  • Midodrine Hydrochloride (200 mg)
  • 2-aMino-N-(2-(2,5-diMethoxyphenyl)-2-hydroxyethyl)acetaMide hydrochloride
  • Midodrine hydrochloride, >=98%
  • Midodrine Hydrochloride (1443704)
  • Acetamide, 2-amino-N-[2-(2,5-dimethoxyphenyl)-2-hydroxyethyl]-,monohydrochloride, (?±)-
  • 3092-17-9
  • C12H18N2O4HCl
  • C12H19ClN2O4
  • METI - MZ
  • Analytical Standards
  • Analytical Chromatography Product Catalog
  • Alphabetic
  • API
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Isotopically Labeled Pharmaceutical Reference Standard
  • VIVITROL