CAS No.101-26-8,Mestinon Suppliers,MSDS download

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Basic Information

Molecular Structure:
CAS No.:	101-26-8
Name:	Mestinon

Formula:	C₉H₁₃BrN₂O₂
Molecular Weight:	261.118
Synonyms:	Pyridinium, 3-hydroxy-1-methyl-, bromide, dimethylcarbamate(8CI);Carbamic acid, dimethyl-, ester with 3-hydroxy-1-methylpyridiniumbromide (8CI);1-Methyl-3-hydroxypyridinium bromide dimethylcarbamate;3-(Dimethylcarbamoyloxy)-1-methylpyridinium bromide;3-(Dimethylcarbamyloxy)-1-methylpyridinium bromide;3-[[(Dimethylamino)carbonyl]oxy]-1-methylpyridinium bromide;Kalimin;Kalymin;3-Hydroxy-1-methylpyridiniumbromide, dimethylcarbamate (6CI,7CI);Pyridinium, 3-[[(dimethylamino)carbonyl]oxy]-1-methyl-,bromide (9CI);
EINECS:	202-929-9
Density:	0.9613 g/cm3 (20oC)
Melting Point:	154 °C
Boiling Point:	88 (25 torr)
Solubility:	soluble in ethanol and water
Appearance:	Pale yellow to colorless liquid
Hazard Symbols:	T+
Risk Codes:	26/27/28-43
Safety:	22-36/37/39-45
PSA:	33.42000
LogP:	-2.42450

Synthetic route

: 74-83-9
methyl bromide

: 51581-32-9
3-(N,N-Dimethylcarbamoyl)-oxipyridin

: 101-26-8
pyridostigmine bromide

Conditions

Conditions	Yield
In acetone for 48h; Ambient temperature;	89%
With benzene
With toluene
With acetone
With acetone

: 109-00-2
3-HYDROXYPYRIDINE

: 101-26-8
pyridostigmine bromide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 47 percent / Et3N / toluene / 4 h / Heating 2: 89 percent / acetone / 48 h / Ambient temperature View Scheme
Multi-step reaction with 2 steps 1: triethylamine; benzene 2: toluene View Scheme
Multi-step reaction with 2 steps 1: chloroform / Behandeln des Reaktionsprodukts mit wss.Dimethylamin-Loesung 2: acetone View Scheme
Multi-step reaction with 2 steps 1: xylene 2: acetone View Scheme

: 101-26-8
pyridostigmine bromide

A: 3554-74-3
1-methyl-3-hydroxypiperidine

B: 5519-50-6
1-methyl-3-piperidone

C: Dimethyl-carbamic acid 1-methyl-1,2,3,6-tetrahydro-pyridin-3-yl ester

D: 3-<(N,N-dimethyl)-carbamoyl>-1-methyl-1,2,5,6-tetrahydropyridine

E: 6659-30-9
3-dimethylcarbamoyloxy-1-methyl-piperidine

Conditions

Conditions	Yield
With sodium tetrahydroborate Product distribution; different pH, temperature, time and solvents;

...Expand

: 101-26-8
pyridostigmine bromide

A: Dimethyl-carbamic acid 1-methyl-1,2,3,6-tetrahydro-pyridin-3-yl ester

B: 3-<(N,N-dimethyl)-carbamoyl>-1-methyl-1,2,5,6-tetrahydropyridine

C: 6659-30-9
3-dimethylcarbamoyloxy-1-methyl-piperidine

Conditions

Conditions	Yield
With sodium tetrahydroborate In water for 15h; Ambient temperature;
With sodium tetrahydroborate In water for 0.25h; Ambient temperature;

...Expand

: C62H68N16O24S4(4-)*4Na(1+)

: 101-26-8
pyridostigmine bromide

: C9H13N2O2(1+)*Br(1-)*C62H68N16O24S4(4-)*4Na(1+)

Conditions

Conditions	Yield
In aq. phosphate buffer pH=7.4; UV-irradiation;

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Chemistry

IUPAC Name: (1-Methylpyridin-1-ium-3-yl) N,N-dimethylcarbamate bromide
Molecular Formula: C₉H₁₃BrN₂O₂
Molecular Weight: 261.12
Molecular Structure:
EINECS: 202-929-9
H bond acceptors: 4
H bond donors: 0
Freely Rotating Bonds: 2
Polar Surface Area: 33.42 Å²
Melting Point: 154 °C
Appearance: Pale yellow to colorless liquid
Solubility: soluble in ethanol and water
Product Categories of Mestinon (CAS NO.101-26-8): Pyridinium Compounds
SMILES: [Br-].O=C(Oc1ccc[n+](c1)C)N(C)C
InChI: InChI=1/C9H13N2O2.BrH/c1-10(2)9(12)13-8-5-4-6-11(3)7-8;/h4-7H,1-3H3;1H/q+1;/p-1
InChIKey: VNYBTNPBYXSMOO-REWHXWOFAR
Std. InChI: InChI=1S/C9H13N2O2.BrH/c1-10(2)9(12)13-8-5-4-6-11(3)7-8;/h4-7H,1-3H3;1H/q+1;/p-1
Std. InChIKey: VNYBTNPBYXSMOO-UHFFFAOYSA-M

Uses

Mestinon (CAS NO.101-26-8) is anti-cholinesterase drugs for myasthenia gravis, post-operative functional flatulence and urinary retention

Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
man	TDLo	oral	9mg/kg (9mg/kg)	PERIPHERAL NERVE AND SENSATION: FASCICULATIONS	Israel Journal of Medical Sciences. Vol. 27, Pg. 659, 1991.
mouse	LD50	intraperitoneal	1mg/kg (1mg/kg)		Drugs in Japan Vol. 6, Pg. 354, 1982.
mouse	LD50	intravenous	1500ug/kg (1.5mg/kg)		Medicinal Chemistry, A Series of Reviews. Vol. 3, Pg. 329, 1956.
mouse	LD50	oral	16mg/kg (16mg/kg)	SENSE ORGANS AND SPECIAL SENSES: MIOSIS (PUPILLARY CONSTRICTION): EYE BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION	Gendai no Rinsho. Vol. 2, Pg. 828, 1968.
mouse	LD50	subcutaneous	1500ug/kg (1.5mg/kg)	SENSE ORGANS AND SPECIAL SENSES: MIOSIS (PUPILLARY CONSTRICTION): EYE LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)	Gendai no Rinsho. Vol. 2, Pg. 828, 1968.
rat	LD50	intramuscular	2790ug/kg (2.79mg/kg)		Drug and Chemical Toxicology. Vol. 7, Pg. 507, 1984.
rat	LD50	intraperitoneal	2699ug/kg (2.699mg/kg)		Fundamental and Applied Toxicology. Vol. 4, Pg. S195, 1984.
rat	LD50	oral	37500ug/kg (37.5mg/kg)		Drugs in Japan Vol. -, Pg. 1042, 1995.
rat	LD50	subcutaneous	3100ug/kg (3.1mg/kg)		Journal of Medicinal Chemistry. Vol. 26, Pg. 145, 1983.
women	TDLo	oral	7800ug/kg (7.8mg/kg)	PERIPHERAL NERVE AND SENSATION: FASCICULATIONS SENSE ORGANS AND SPECIAL SENSES: VISUAL FIELD CHANGES: EYE GASTROINTESTINAL: NAUSEA OR VOMITING	Israel Journal of Medical Sciences. Vol. 27, Pg. 659, 1991.

Safety Profile

Safety Information about Mestinon (CAS NO.101-26-8):
Hazard Codes: Very T+
Risk Statements: 26/27/28-43
R26/27/28: Very toxic by inhalation, in contact with skin and if swallowed.
R43: May cause sensitization by skin contact.
Safety Statements: 22-36/37/39-45
S22: Do not breathe dust.
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RIDADR: UN 2811 6.1/PG 2
RTECS: UU5270000
Poison by ingestion, intramuscular, subcutaneous, intravenous and intraperitoneal routes. Experimental reproductive effects. When heated to decomposition it emits toxic fumes of Br⁻ and NO_x. See also CARBAMATES and ESTERS.

Specification

Mestinon (CAS NO.101-26-8), its Synonyms are Pyridinium, 3-(((dimethylamino)carbonyl)oxy)-1-methyl-, bromide ; Pyridinium, 3-hydroxy-1-methyl-, bromide, dimethylcarbamate (ester) ; Pyridostigmine bromide ; 1-Methyl-3-hydroxypyridinium bromide dimethylcarbamate ; 3-(((Dimethylamino)carbonyl)oxy)-1-methylpyridinium bromide ; 3-(Dimethylcarbamyloxy)-1-methylpyridinium bromide .