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ATROPINE METHYL NITRATE

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ATROPINE METHYL NITRATE Basic information

Product Name:
ATROPINE METHYL NITRATE
Synonyms:
  • metropine
  • n-methylatropinenitrate
  • N-METHYLATROPINIUM NITRATE
  • ,endo-(+/-)-,nitrate(salt)
  • 1-alpha-h,5-alpha-h-tropanium,3-alpha-hydroxy-8-methyl-,nitrate,(+-)-tropa
  • 3-alpha-hydroxy-8-methyl-1-alpha-h,5-alpha-h-tropaniumbromide(+,-)-tropate
  • 8-methylatropiniumnitrate
  • 8-methyl-atropiniunitrate
CAS:
52-88-0
MF:
C18H26N2O6
MW:
366.41
EINECS:
200-156-1
Product Categories:
  • Alkaloids
  • Biochemistry
  • Tropane Alkaloids
Mol File:
52-88-0.mol
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ATROPINE METHYL NITRATE Chemical Properties

Melting point:
163°C
storage temp. 
-20°C
solubility 
H2O: 50 mg/mL
form 
powder
color 
white
Merck 
875
CAS DataBase Reference
52-88-0(CAS DataBase Reference)
EPA Substance Registry System
Methylatropine nitrate (52-88-0)
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Safety Information

Hazard Codes 
Xn,T+
Risk Statements 
22-26/28
Safety Statements 
22-36-45-25
RIDADR 
1544
WGK Germany 
3
RTECS 
CK2800000
Toxicity
LD50 oral in rat: 1902mg/kg

MSDS

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ATROPINE METHYL NITRATE Usage And Synthesis

Chemical Properties

mp 162-164 C

Originator

Methylatropine,Paganfarma

Uses

Atropine methyl nitrate has been used to suppress mucus production and respiratory secretions in rats. It has also been used to study its effects on xanomeline-induced suppression of serum tumor necrosis factor.

Uses

antibacterial

Uses

cephalosporin antimicrobial

Manufacturing Process

There are 2 methods of synthesis of methyl atropine nitrate:
1) To a solution of 28.9 g atropine of in 100 g of methanol was added at 110°C for 2 hours 7.7 g methyl nitrate. Methanol was evaporated and methyl atropine nitrate was crystallysed, M.P. 163°C.
2) To a solution of 70.4 g methyl atropine sulfate (prepared from methyl atropine chloride and silver nitrate) in water was added aqueous solution of 26.1 g barium nitrate. Barium sulfate was deleted by filtration. Filtrate was concentrated and the methyl atropine nitrate was obtained.

brand name

Ekomine (Hoechst-Roussel); Eumydrin (Sterling Winthrop).

Therapeutic Function

Anticholinergic, Mydriatic, Spasmolytic

Biochem/physiol Actions

Atropine methyl nitrate is a muscarinic acetylcholine receptor antagonist that does not cross the blood brain barrier. Atropine methyl nitrate has been used for its peripheral muscarinic effects (bladder, respiratory, to block parasympathetic signaling to the heart, etc.) and to separate central from peripheral effects or protect against peripheral side effects when using muscarinics that do cross the blood brain barrier.

Safety Profile

Poison by intraperitoneal, intravenous, and subcutaneous routes. Moderately toxic by ingestion. Human systemic effects: mydriasis. Experimental reproductive effects. When heated to decomposition it emits toxic fumes of NOx. See also ATROPINE and NITRATES.

ATROPINE METHYL NITRATESupplier

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