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Basic Information

Molecular Structure:
CAS No.:	532-03-6
Name:	Methocarbamol

Formula:	C₁₁H₁₅NO₅
Molecular Weight:	241.244
Synonyms:	Surquetil;Traumacut;Tresortil;guaiamar carbamate;racemic-Methocarbamol;Robinax;Robaxin;Relestrid;Neuraxin;NSC 170960;Miolaxene;Avetil;Delaxin;Etroflex;Glycerylguaiacolate carbamate;Guaiacol glyceryl ether carbamate;Lumirelax;3-(o-Methoxyphenoxy)-1,2-propanediol 1-carbamate;3-(o-Methoxyphenoxy)-2-hydroxypropyl carbamate;AHR 85;Carbamic acid,2-hydroxy-3-(o-methoxyphenoxy)propyl ester (6CI,7CI);1,2-Propanediol,3-(o-methoxyphenoxy)-, 1-carbamate (8CI);
EINECS:	208-524-3
Density:	1.256 g/cm³
Melting Point:	95-97oC
Boiling Point:	472.5 °C at 760 mmHg
Flash Point:	239.6 °C
Hazard Symbols:	Xn
Risk Codes:	22-42/43
Safety:	36
PSA:	91.01000
LogP:	1.23050

Synthetic route

: 2049-21-0
rac-4-(2-methoxyphenoxymethyl)-[1,3]dioxolan-2-one

: 532-03-6
methocarbamol

Conditions

Conditions	Yield
With ammonium hydroxide at 40℃; for 6h;	95%

: 94997-48-5
1-Carbaminoyloxy-2-benzyloxy-3-(2-methoxy-phenoxy)-propan

: 532-03-6
methocarbamol

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal

: 10488-39-8
3-(2-methoxyphenoxy)propanediol 2-carbamate

: 532-03-6
methocarbamol

Conditions

Conditions	Yield
With ammonium hydroxide
Multi-step reaction with 3 steps 1: SOCl2 3: aq. NH3 View Scheme

: 92042-73-4
1-Acetoxy-2-carbaminoyloxy-3-(2-methoxy-phenoxy)-propan

: 532-03-6
methocarbamol

Conditions

Conditions	Yield
With ammonium hydroxide
Multi-step reaction with 2 steps 1: TsOH 2: aq. NH3 View Scheme

: 2049-21-0
rac-4-(2-methoxyphenoxymethyl)-[1,3]dioxolan-2-one

: 7664-41-7
ammonia

: 67-63-0
isopropyl alcohol

A: 532-03-6
methocarbamol

B: 10488-39-8
3-(2-methoxyphenoxy)propanediol 2-carbamate

...Expand

(+-)-2-carbamoyloxy-3-<2-methoxy-phenoxy>-propan-1-ol: (+-)-2-carbamoyloxy-3-<2-methoxy-phenoxy>-propan-1-ol

: 532-03-6
methocarbamol

Conditions

Conditions	Yield
With ethanol; ammonia; sodium ethanolate

: 75-44-5
phosgene

(+-)-3-<2-methoxy-phenoxy>-propane-1,2-diol: (+-)-3-<2-methoxy-phenoxy>-propane-1,2-diol

: 532-03-6
methocarbamol

Conditions

Conditions	Yield
With pyridine; benzene anschliessendes Behandeln mit Wasser und Behandeln der Reaktionsloesung mit konz. wss. NH3;

(+-)-4-<2-methoxy-phenoxy-methyl>-<1,3>dioxolan-2-one: (+-)-4-<2-methoxy-phenoxy-methyl>-<1,3>dioxolan-2-one

A: 532-03-6
methocarbamol

B (+-)-2-carbamoyloxy-3-<2-methoxy-phenoxy>-propan-1-ol: (+-)-2-carbamoyloxy-3-<2-methoxy-phenoxy>-propan-1-ol

Conditions

Conditions	Yield
With ammonia; isopropyl alcohol

: 2049-22-1
2-carbamoyloxy-1-chloro-3-(2-methoxy-phenoxy)-propane

: 532-03-6
methocarbamol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 2: aq. NH3 View Scheme
Multi-step reaction with 3 steps 2: TsOH 3: aq. NH3 View Scheme

: 94824-19-8
1-Hydroxy-2-benzyloxy-3-(2-methoxy-phenoxy)-propan

: 532-03-6
methocarbamol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: (i) Et3N, (ii) NH3 2: H2 / Pd-C View Scheme

Raw Materials

7664-41-7

67-63-0

75-44-5

Downstream Products

93-14-1

Total:143 Page 1 of 4 1 2 3 4 Next>>

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Chemistry

IUPAC Name: [2-hydroxy-3-(2-methoxyphenoxy)propyl] Carbamate
Synonyms of Methocarbamol (CAS NO.532-03-6): Guaiacol glyceryl ether carbamate ; Glycerylguaiacolate carbamate

Molecular Structure:
Molecular Formula : C₁₁H₁₅NO₅
Molecular Weight: 241.24
CAS NO: 532-03-6
EINECS: 208-524-3
Mol File: 532-03-6.mol
H bond acceptors: 6
H bond donors: 3
Freely Rotating Bonds: 8
Polar Surface Area: 57.23 Å²
Index of Refraction: 1.54
Molar Refractivity: 60.31 cm³
Molar Volume: 192 cm³
Index of Refraction: 1.54
Surface Tension: 48.9 dyne/cm
Density: 1.256 g/cm³
Flash Point: 239.6 °C
Enthalpy of Vaporization: 77.48 kJ/mol
Boiling Point: 472.5 °C at 760 mmHg
Vapour Pressure: 9.86E-10 mmHg at 25°C
SMILES: O=C(OCC(O)COc1ccccc1OC)N
InChI: InChI=1/C11H15NO5/c1-15-9-4-2-3-5-10(9)16-6-8(13)7-17-11(12)14/h2-5,8,13H,6-7H2,1H3,(H2,12,14)
InChIKey: GNXFOGHNGIVQEH-UHFFFAOYAU
Std. InChI: InChI=1S/C11H15NO5/c1-15-9-4-2-3-5-10(9)16-6-8(13)7-17-11(12)14/h2-5,8,13H,6-7H2,1H3,(H2,12,14)
Std. InChIKey: GNXFOGHNGIVQEH-UHFFFAOYSA-N
Product Categories: Active Pharmaceutical Ingredients;Organics;API's

Uses

Methocarbamol (CAS NO.532-03-6) is used for lumbar and joint ligaments of acute sprains, sciatica, hyperplastic spondylitis, rheumatoid arthritis, rheumatoid arthritis, muscle strain and so on.

Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
dog	LD50	oral	2gm/kg (2000mg/kg)		"Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 398, 1972.
hamster	LD50	intraperitoneal	1050mg/kg (1050mg/kg)	BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: MUSCLE WEAKNESS BEHAVIORAL: ATAXIA	Journal of Pharmacology and Experimental Therapeutics. Vol. 129, Pg. 75, 1960.
hamster	LD50	oral	1410mg/kg (1410mg/kg)	BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: ATAXIA BEHAVIORAL: MUSCLE WEAKNESS	Journal of Pharmacology and Experimental Therapeutics. Vol. 129, Pg. 75, 1960.
mouse	LD50	intraperitoneal	950mg/kg (950mg/kg)		Toxicology and Applied Pharmacology. Vol. 2, Pg. 264, 1960.
mouse	LD50	intravenous	774mg/kg (774mg/kg)		Drugs in Japan Vol. 6, Pg. 836, 1982.
mouse	LD50	oral	812mg/kg (812mg/kg)		Drugs in Japan Vol. 6, Pg. 836, 1982.
mouse	LD50	subcutaneous	780mg/kg (780mg/kg)	BEHAVIORAL: ANTICONVULSANT	Acta Pharmacologica et Toxicologica. Vol. 19, Pg. 247, 1962.
rabbit	LD50	intravenous	680mg/kg (680mg/kg)	SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE BEHAVIORAL: REGIDITY BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)	International Journal of Neuropharmacology. Vol. 5, Pg. 305, 1966.
rat	LD50	intraperitoneal	815mg/kg (815mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)	Arzneimittel-Forschung. Drug Research. Vol. 17, Pg. 242, 1967.
rat	LD50	oral	1320mg/kg (1320mg/kg)	BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: MUSCLE WEAKNESS BEHAVIORAL: ATAXIA	Journal of Pharmacology and Experimental Therapeutics. Vol. 129, Pg. 75, 1960.

Safety Profile

Hazard Codes: Harmful Xn
Risk Statements 22-42/43
R22: Harmful if swallowed.
R42/43: May cause sensitization by inhalation and skin contact.
Safety Statements: 36
S36: Wear suitable protective clothing.
WGK: Germany 3
RTECS: TY8750000

Specification

1.Consumption Usage: intramuscular injection: 1 300 ~ 500mg, day 1, 5 ~ 10 as a course of treatment.
2.Note: sleepiness, dizziness, feeling of weakness,Methocarbamol (CAS NO.532-03-6) is not used with general anesthetics, hypnotics, antipsychotics . Methocarbamol is banned to the Liver dysfunction and the kidney dysfunction.
3.Because of potential for side effects, this drug is on the list for High Risk Medications in the elderly. (See NCQA’s HEDIS 4.Measure: Use of High Risk Medications in the Elderly.
5.Specifications: Injection: 500mg (5ml).

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