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| CAS No.: | 532-03-6 |
|---|---|
| Name: | Methocarbamol |
| Molecular Structure: | |
|
|
|
| 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 |
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| 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 | Yield |
|---|---|
| With hydrogen; palladium on activated charcoal |
- 10488-39-8
3-(2-methoxyphenoxy)propanediol 2-carbamate
- 532-03-6
methocarbamol
| 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 | 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
- 532-03-6
methocarbamol
| Conditions | Yield |
|---|---|
| With ethanol; ammonia; sodium ethanolate |
| Conditions | Yield |
|---|---|
| With pyridine; benzene anschliessendes Behandeln mit Wasser und Behandeln der Reaktionsloesung mit konz. wss. NH3; |
A
- 532-03-6
methocarbamol
| Conditions | Yield |
|---|---|
| With ammonia; isopropyl alcohol |
| 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 | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: (i) Et3N, (ii) NH3 2: H2 / Pd-C View Scheme |
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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: 
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).