Midodrine Hydrochloride
Basic information
- CAS
3092-17-9- Standard SMILES
COc1ccc(OC)c(C(O)CNC(=O)CN)c1.Cl- InChIKey
MGCQZNBCJBRZDT-UHFFFAOYSA-N- Molecular formula
- C12H19ClN2O4
- Average molar mass
- 290.74 g/mol
- Monoisotopic mass
- 290.1033348
Overview
Midodrine hydrochloride is 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 peripheral vasoconstrictor in the treatment of certain hypotensive states. The main active moiety is its major metabolite, deglymidodrine. It has a role as a sympathomimetic agent, an alpha-adrenergic agonist and a vasoconstrictor agent. It contains a midodrine(1+).
Names & identifiers
- Preferred name
- Midodrine Hydrochloride
- IUPAC
- 2-amino-N-[2-(2,5-dimethoxyphenyl)-2-hydroxyethyl]acetamide;hydrochloride
- English name
- Midodrine hydrochloride
- Molecular formula
- C12H19ClN2O4
- Molecular weight
- 290.74
Names & synonyms
MIDODRINE HYDROCHLORIDE43218-56-0Midodrine HCLPro-AmatineProAmatineHipertanAmatineOrvatenGutronMidamineSt. Peter 224(+-)-Midodrine hydrochloride
Show more names
MIDODRINEST-1085Prestwick_625
MetligineMidodrine MonohydrochlorideA-4020 LinzDTXSID104749359JV96YTXVST-PETER-224NSC-758429ST1085 HYDROCHLORIDE
Database identifiers
- CAS
3092-17-9、43218-56-0- PubChem CID
- 18340
- DTXSID
DTXSID1047493- ChEMBL
CHEMBL1200461- ChEBI
CHEBI:31847- UNII
- 59JV96YTXV
- EC Number
- 256-148-3、622-590-4
Properties
Computed structural properties
- Topological polar surface area
- 93.8 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 6
- Heavy atoms
- 19
- Formal charge
- 0
- Complexity
- 262
Experimental & physicochemical properties
Human Drugs
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
Collision Cross Section154 Ų [M+H-H2O]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Physicochemical properties
- Melting point
- 192 · 192-193°C
- storage temp.
- -20 °C · -20°C Freezer
- Major Application
- forensics and toxicologypharmaceutical (small molecule)veterinary
- InChI
- InChI=1S/C12H18N2O4.ClH/c1-17-8-3-4-11(18-2)9(5-8)10(15)7-14-12(16)6-13;/h3-5,10,15H,6-7,13H2,1-2H3,(H,14,16);1H
- InChIKey
- MGCQZNBCJBRZDT-UHFFFAOYSA-N
- SMILES
- C1(C(O)CNC(=O)CN)C=C(C=CC=1OC)OC.Cl
- CAS DataBase Reference
- 3092 · 3092-17-9(CAS DataBase Reference)
- FDA UNII
- 59 JV96YTXV · 59JV96YTXV
- ATC code
- 1 CA17 · C01CA17
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H301 (97.6%): Toxic if swallowed [Danger Acute toxicity, oral]
P264, P270, P301+P316, P321, P330, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 41 reports by companies from 2 notifications to the ECHA C&L Inventory.
Danger
H301 (66.7%): Toxic if swallowed [Danger Acute toxicity, oral]
Hazard information
Hazard Classes and Categories
Acute Tox. 3 (66.7%)
Acute Tox. 3 (97.6%)
Toxicology
Drug Induced Liver Injury
Drug Induced Liver Injury Rank (DILIrank 2.0)
Midodrine hydrochloride
vNo-DILI-concern
0
No match
DOI:10.1016/j.drudis.2016.02.015
Safety data
- PPE
- Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
- wgk
- 3
- rtecs
- AB4343000
- ridadr
- UN 2811 6.1/PG 3
- hs_code
- 29242990
- risk_code
- 25
- Signal word
- Danger
- Symbol(GHS)
- GHS06
- hazard_code
- T
- safety_code
- 45
Chemistry & industry
Pharmacology
FDA Pharmacological Classification
MIDODRINE HYDROCHLORIDE
alpha-Adrenergic Agonist [EPC]; Adrenergic alpha-Agonists [MoA]
MeSH Pharmacological Classification
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.
Drugs used to cause constriction of the blood vessels.
Compounds that bind to and activate ADRENERGIC ALPHA-1 RECEPTORS.
Applications
Usesmorphine antagonist
UsesA phenylalkanolamine derivative which has been found to be effective in treating hypertensive conditions due to their long lasting blood pressure increasing effects
General DescriptionMidodrine 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.
Upstream & downstream products
Upstream raw materials
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Related reactions
4 records
Compound notes
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