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Methoxamine

Methoxamine structure

CAS No:
390-28-3
Formula:
C11H17NO3
Chemical Name:
Methoxamine
Synonyms:
Benzenemethanol,α-(1-aminoethyl)-2,5-dimethoxy-;Methoxamine;Benzyl alcohol,α-(1-aminoethyl)-2,5-dimethoxy-;α-(1-Aminoethyl)-2,5-dimethoxybenzenemethanol;2-Amino-1-(2,5-dimethoxyphenyl)propan-1-ol;α-(1-Aminoethyl)-2,5-dimethoxybenzyl alcohol;Methoxamin
Categories:
Organic Chemistry > Amides

Description

Solid

Methoxamine is an amphetamine in which the parent 1-phenylpropan-2-amine skeleton is substituted at position 1 with an hydroxy group and the phenyl ring is 2- and 5-substituted with methoxy groups. It is an antihypotensive agent (pressor), an agonist acting directly at alpha-adrenoceptors with selectivity for the alpha-1 adrenoceptor subtype similar to phenylephrine. It has a role as an antihypotensive agent and an alpha-adrenergic agonist.|An alpha-adrenergic agonist that causes prolonged peripheral vasoconstriction. It has little if any direct effect on the central nervous system.|An alpha-1 adrenergic agonist that causes prolonged peripheral VASOCONSTRICTION.

Methoxamine Basic Attributes

Molecular Weight：

211.26

Exact Mass：

211.26

EC Number：

206-867-3

DSSTox ID：

DTXSID0023290

ATC Code：

C - Cardiovascular system

HScode：

2922509090

Characteristics

PSA：

64.7

XLogP3：

0.8

Appearance：

Solid

Density：

1.117±0.06 g/cm3(Predicted)

Melting Point：

85-86 °C

Boiling Point：

368.4ºC at 760mmHg

Flash Point：

176.6ºC

Water Solubility：

H2O: soluble (185 g/L)

Storage Conditions：

Methoxamine HCl should be stored at room temperature and protected from light. The drug is stated to be light sensitive.

Safety Information

Stability/Shelf Life：

METHOXAMINE HYDROCHLORIDE & INJECTIONS CONTAINING DRUG ARE THERMOSTABLE BUT SENSITIVE TO LIGHT

Toxicity

Protein Binding：

Low

Drug Information

Drug Indication：

Indicated for the treatment and management of hypotension.

Pharmacology：

Methoxamine is a potent sympathomimetic amine that increases both systolic and diastolic blood pressure. Methoxamine is indicated for prevention and treatment of the acute hypotensive state occurring with spinal anesthesia. It is also indicated as adjunctive treatment of hypotension due to hemorrhage, reactions to medications, surgical complications, and shock associated with brain damage due to trauma or tumor. Methoxamine acts on both α1-adrenergic receptors but appears to have no effect on β-adrenergic receptors. It acts by increasing the force of the heart's pumping action as well as constricting peripheral blood vessels.

MeSH：

Drugs that mimic the effects of stimulating postganglionic adrenergic sympathetic nerves. Included here are drugs that directly stimulate adrenergic receptors and drugs that act indirectly by provoking the release of adrenergic transmitters. (See all compounds classified as Sympathomimetics.)|Drugs used to cause constriction of the blood vessels. (See all compounds classified as Vasoconstrictor Agents.)|Compounds that bind to and activate ADRENERGIC ALPHA-1 RECEPTORS. (See all compounds classified as Adrenergic alpha-1 Receptor Agonists.)

Mechanism of Action：

Methoxamine acts through peripheral vasoconstriction by acting as a pure alpha-1 adrenergic receptor agonist, consequently increasing systemic blood pressure (both systolic and diastolic).

MeSH Entry Terms：

Hydrochloride, Methoxamine

Methoxamine Use and Manufacturing

Uses

Adrenaline medicine. The site is used to maintain or restore arterial blood pressure due to hemorrhage, trauma, and hypoxic shock caused by surgery. Especially suitable for blood pressure drop caused by spinal anesthesia.

Use Classification：

Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients|Pharmaceuticals

Computed Properties

Molecular Weight:211.26
XLogP3:0.5
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:4
Exact Mass:211.12084340
Monoisotopic Mass:211.12084340
Topological Polar Surface Area:64.7
Heavy Atom Count:15
Complexity:189
Undefined Atom Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Drug Function and Efficacy

This product is an alpha receptor agonist with obvious vasoconstriction. It can increase both systolic and diastolic blood pressure by increasing peripheral resistance, but has no excitatory effect on the heart. It is also suitable for hypotension caused by massive hemorrhage, trauma, and surgery, and for preventing hypotension and supraventricular paroxysmal tachycardia before spinal anesthesia. It can also be used for postoperative circulatory failure and hypotensive shock caused by peripheral circulatory failure.

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

Methoxamine Hydrochloride Injection
Ingredients	Methoxamine
Specifications	1ml:10mg
Manufacturer	Guangdong Jiabo Pharmaceutical Co., Ltd.

Methoxamine Hydrochloride Injection
Ingredients	Methoxamine
Specifications	1ml:10mg
Manufacturer	GRAND PHARMACEUTICAL(China) Co., Ltd.

Recommended Suppliers of Methoxamine

Shaanxi Dideu Medichem Co. Ltd Contact Supplier

CN
4 YRS

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Methoxamine 390-28-3

CAS No.: 390-28-3

Grade: Research Grade

Content: 99.522%

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