Meprobamate
- Formula: C9H18N2O4
- Molecular weight: 218.2502
- IUPAC Standard InChI: InChI=1S/C9H18N2O4/c1-3-4-9(2,5-14-7(10)12)6-15-8(11)13/h3-6H2,1-2H3,(H2,10,12)(H2,11,13)
- IUPAC Standard InChIKey: NPPQSCRMBWNHMW-UHFFFAOYSA-N
- CAS Registry Number: 57-53-4
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
The 3d structure may be viewed using Java or Javascript. - Other names: 1,3-Propanediol, 2-methyl-2-propyl-, dicarbamate; Amepromat; Anastress; Anatimon; Andaksin; Andaxin; Aneural; Ansiatan; Anzil; Apascil; Arcoban; Artolon; Atraxin; Ayeramate; Bamo 400; Biobamat; Biobamate; Calmax; Calmiren; Canquil-400; Cap-O-Tran; Carbamic acid 2-methyl-2-propyltrimethylene ester; Carbaxin; Cirpon; Crestanil; Cyrpon; Dicandiol; Diron; Ecuanil; Equanil; Equinil; Fas-Cile 200; Gadexyl; Harmonin; Hartol; Holbamate; Kesso-Bamate; Klort; Larten; Lepetown; Libiolan; Mar-Bate; Mepantin; Mepavlon; Meposed; Meprin; Meprindon; Meprobamat; Meproban; Meprocompren; Meprocon CMC; Meprol; Meprosin; Meprospan; Meprotabs; Meprotan; Meprotil; Meptran; Mesmar; Metranquil; Miltaun; Miltown; Morbam; Nervonus; Oasil; Panediol; Perequil; Perquietil; Pertranquil; Placidon; Placitate; Probamyl; Procalmadiol; Procalmidol; Promate; Protran; Quaname; Quanil; Rastenil; Reostral; Restenil; Robamate; Sedanil; Sedazil; Seril; Setran; Sowell; Tamate; Trankvilan; Tranlisant; Tranquilan; Tranquilax; Tranquiline; Tranquillin; Urbil; Urbilat; Vio-Bamate; 2,2-Di(carbamoyloxymethyl)pentane; Amosene; Anathylmon; Aneurol; Aneusral; Aneuxal; Aneuxral; Ansil; Ansiowas; Anural; Anxietil; Apasil; Appetrol-Sr; Arpon; Ataraxine; Auxietil; Ayermate; Bamd 400; Brobamate; Calmadin; Cirponyl; Coprobate; Cypron; Dapaz; Despasmol; Diurnaldiverondormabrol; Edenal; Enorden; Epicur; Epikur; Equanil suspension; Equatrate; Equilium; Equitar; Erina; Estasil; Fas-Cile; Gagexyl; Ipsotian; Lepenil; Letyl; Madiol; Margonil; Mendel; Mepamtin; Mepiosine; Mepranil; Mepriam; Meprobam; Meprocon; Meprodil; Meproleaf; Mepron; Meprosa; Meprosan; Meprovanmeprozine; Meptranactylmilprem; Metractyl; Milprem; Miltamato; Miltann; Miltuan; Miltwon; Misedant; Multaun; Neo-Tran; Nephentine; Neuramate; Optarket; Orlevol; Orolevol; Pan-Tranquil; Pancalma; Pankalma; Paxin; Pensive; Perequietil; Pimal; Prequil; Probamato; Procalmadol; Procarbamide; Promato; Proquanil; Quanane; Quietidon; Quivet; Restenyl; Restinal; Restinil; Sadanyl; Scolazil; Sedabamate; Sedanyl; Sedoquil; Sedoselecta; Selene; Shalvaton; Solevione anastress; Spantran; Stensolo; SK-Bamate; Tensol; Tensonal; Tranmep; Tranquil; Tranquilate; Tranquilsan; Tranquinol; Tranquisan; Trelmar; Vistabamate; Wardamate; Wyseals; Zirpon; 2-Methyl-2-n-propyl-1,3-propanediol dicarbamate; 3P Bamate; Diurnal; Diveron; Dormabrol; Meprobamato; Meprodiol; Meprovan; Meprozine; 2-Methyl-2-propyltrimethylene carbamate; 2-Methyl-2-propyl-1,3-propanediol dicarbamate; Appetrol; Deprol; Meproten; Micrainin; Milpath; Miltrate; My-trans; PMB-200; PMB-400; 1,3-Propanediol, 2-methyl-2-propyl-, 1,3-dicarbamate; Carb-A-Med; Mepr; Meprobamat-Petrasch; Microbamat; Equagesic; Pathibamate; component of Appetrol; component of Deprol; component of Milpath; component of Milprem; component of PMB-400; component of Miltrate; Carisoprodol meprobamate
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Phase change data
Go To: Top, Mass spectrum (electron ionization), Gas Chromatography, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| Tfus | 378.7 | K | N/A | Chauvet, Rubio, et al., 1982 | Uncertainty assigned by TRC = 0.5 K |
| Tfus | 376. | K | N/A | Grady, Hays, et al., 1973 | Uncertainty assigned by TRC = 1. K |
Mass spectrum (electron ionization)
Go To: Top, Phase change data, Gas Chromatography, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Spectrum
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Additional Data
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| Owner | NIST Mass Spectrometry Data Center Collection (C) 2014 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
|---|---|
| Origin | Virginia Division of Forensic Science |
| NIST MS number | 250606 |
Gas Chromatography
Go To: Top, Phase change data, Mass spectrum (electron ionization), References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Kovats' RI, non-polar column, isothermal
| Column type | Active phase | Temperature (C) | I | Reference | Comment |
|---|---|---|---|---|---|
| Capillary | BP-1 | 200. | 1758. | Japp, Gill, et al., 1987 | 25. m/0.22 mm/0.25 μm, N2 |
| Capillary | BP-1 | 200. | 1764. | Japp, Gill, et al., 1987 | 25. m/0.53 mm/1. μm, N2 |
| Packed | OV-1 | 200. | 1800. | Berninger and Möller, 1977 |
Kovats' RI, non-polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Packed | SE-30 | 1785. | Maurer, 1990 | N2, 100. C @ 3. min, 30. K/min, 310. C @ 5. min |
| Capillary | SE-30 | 1752. | Schepers, Wijsbeek, et al., 1982 | 12. m/0.22 mm/0.45 μm, He, 120. C @ 2. min, 8. K/min, 300. C @ 12. min |
| Capillary | SE-30 | 1762. | Schepers, Wijsbeek, et al., 1982 | 25. m/0.49 mm/1.14 μm, 100. C @ 2. min, 8. K/min, 275. C @ 15. min |
Kovats' RI, non-polar column, custom temperature program
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Packed | OV-101 | 1800. | McLinden and Stenhouse, 1979 | N2, Chromosorb W; Column length: 2. m; Program: not specified |
| Packed | SE-30 | 1790. | Moffat, Stead, et al., 1974 | Column length: 2. m; Program: not specified |
Van Den Dool and Kratz RI, non-polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | VF-5MS | 1822.8 | Tretyakov, 2014 | 30. m/0.25 mm/0.25 μm, He; Tstart: 60. C; Tend: 270. C |
| Capillary | SPB-1 | 1784. | Christ, Noomano, et al., 1988 | 30. m/0.75 mm/1.0 μm, He, 10. K/min, 280. C @ 12. min; Tstart: 160. C |
| Capillary | DB-1 | 1762. | Perrigo, Peel, et al., 1985 | 15. m/0.32 mm/0.25 μm, He, 8. K/min, 280. C @ 5. min; Tstart: 120. C |
| Capillary | Methyl Silicone | 1758.0 | Newton and Foery, 1984 | 12. m/0.2 mm/0.33 μm, He, 50. C @ 1. min, 20. K/min, 300. C @ 3. min |
| Capillary | DB-1 | 1762. | Perrigo, Ballantyne, et al., 1984 | 15. m/0.25 mm/0.25 μm, He, 8. K/min, 280. C @ 5. min; Tstart: 120. C |
| Packed | SE-30 | 1780. | Perrigo and Peel, 1981 | N2, Chromosorb W, 130. C @ 2. min, 8. K/min, 290. C @ 8. min; Column length: 1.8 m |
Normal alkane RI, non-polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | DB-1 | 1750. | Anderson and Fuller, 1987 | 10. m/0.53 mm/2.65 μm, He, 5. K/min; Tstart: 130. C; Tend: 230. C |
| Capillary | DB-1 | 1758. | Sharp, 1987 | 15. m/0.25 mm/0.25 μm, He, 130. C @ 1. min, 10. K/min, 290. C @ 10. min |
| Packed | OV-1 | 1810. | Marozzi, Gambaro, et al., 1982 | Gas Chrom P, 2.5 K/min; Column length: 2. m; Tstart: 120. C; Tend: 200. C |
| Packed | SE-30 | 1810. | Marozzi, Gambaro, et al., 1982 | Gas Chrom P, 2.5 K/min; Column length: 2. m; Tstart: 120. C; Tend: 200. C |
| Packed | SE-30 | 1785. | Peel and Perrigo, 1976 | Nitrogen, Chromosorb W AW DMS (80-100 mesh), 130. C @ 2. min, 8. K/min, 290. C @ 8. min; Column length: 2. m |
| Packed | SE-30 | 1830. | Peel and Perrigo, 1976 | Nitrogen, Chromosorb W AW DMS (80-100 mesh), 130. C @ 2. min, 8. K/min, 290. C @ 8. min; Column length: 2. m |
| Packed | SE-30 | 1785. | Peel and Perrigo, 1975 | N2, Chromosorb W AW DMS, 130. C @ 2. min, 8. K/min, 290. C @ 8. min; Column length: 2. m |
| Packed | SE-30 | 1830. | Peel and Perrigo, 1975 | N2, Chromosorb W AW DMS, 130. C @ 2. min, 8. K/min, 290. C @ 8. min; Column length: 2. m |
Normal alkane RI, non-polar column, custom temperature program
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | 5 % Phenyl methyl siloxane | 1826. | Grigoriev and Savchuk, 2010 | 25. m/0.20 mm/0.33 μm; Program: 50 0C (0.5 min) 99 0C/min -> 100 0C (1 min) 15 0C/min -> 280 0C (20 min) |
| Capillary | 5 % Phenyl methyl siloxane | 1832. | Grigoriev and Savchuk, 2010 | 25. m/0.20 mm/0.33 μm; Program: 50 0C (0.5 min) 99 0C/min -> 100 0C (1 min) 15 0C/min -> 280 0C (20 min) |
| Other | Methyl Silicone | 1796. | Ardrey and Moffat, 1981 | Program: not specified |
Lee's RI, non-polar column, custom temperature program
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | Methyl Silicone | 301.69 | Eckel, Ross, et al., 1993 | Program: not specified |
| Capillary | Methyl Silicone | 304.55 | Eckel, Ross, et al., 1993 | Program: not specified |
References
Go To: Top, Phase change data, Mass spectrum (electron ionization), Gas Chromatography, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Chauvet, Rubio, et al., 1982
Chauvet, A.; Rubio, S.; Masse, J.,
Etude thermoanalytique de substances psychotherapeutiques.I,
Thermochim. Acta, 1982, 57, 173. [all data]
Grady, Hays, et al., 1973
Grady, L.T.; Hays, S.E.; King, R.H.; Klein, H.R.; Mader, W.J.; Wyatt, D.K.; Zimmere, R.O.,
Drug purity profiles,
J. Pharm. Sci., 1973, 62, 459. [all data]
Japp, Gill, et al., 1987
Japp, M.; Gill, R.; Osselton, M.D.,
Comparison of drug retention indices determined on packed, wide bore capillary and narrow bore capillary columns,
J. Forensic Sci., 1987, 32, 6, 1574-1586. [all data]
Berninger and Möller, 1977
Berninger, H.; Möller, M.R.,
Retentionsindices zur gaschromatographischen Identifizierung von Arzneimitteln,
Arch. Toxicol., 1977, 37, 4, 295-305, https://doi.org/10.1007/BF00330821
. [all data]
Maurer, 1990
Maurer, H.H.,
Identification and differentiation of barbiturates, other sedative-hypnotics and their metabolites in urine integrated in a general screening procedure using computerized gas chromatography-mass spectrometry,
J. Chromatogr., 1990, 530, 307-326, https://doi.org/10.1016/S0378-4347(00)82334-8
. [all data]
Schepers, Wijsbeek, et al., 1982
Schepers, P.; Wijsbeek, J.; Franke, J.P.; de Zeeuw, R.A.,
Applicability of capillary gas chromatography to substance identification in toxicology by means of retention indices,
J. Forensic Sci., 1982, 27, 1, 49-60. [all data]
McLinden and Stenhouse, 1979
McLinden, V.J.; Stenhouse, A.M.,
A chromatography system for drug identification,
Forensic Sci. Int., 1979, 13, 71-79, https://doi.org/10.1016/0379-0738(79)90265-2
. [all data]
Moffat, Stead, et al., 1974
Moffat, A.C.; Stead, A.H.; Smalldon, K.W.,
Optimum use of paper, thin-layer and gas-liquid chromatography for the identification of basic drugs. III. Gas-liquid chromatography,
J. Chromatogr., 1974, 90, 1, 19-33, https://doi.org/10.1016/S0021-9673(01)94770-3
. [all data]
Tretyakov, 2014
Tretyakov, K.V.,
Retention Data. NIST Mass Spectrometry Data Center., NIST Mass Spectrometry Data Center, 2014. [all data]
Christ, Noomano, et al., 1988
Christ, D.W.; Noomano, P.; Rosas, M.; Rhone, D.,
Retention indices by wide-bore capillary gas chromatography with nitrogen-phosphorus detection,
J. Anal. Toxicol., 1988, 12, 2, 84-88, https://doi.org/10.1093/jat/12.2.84
. [all data]
Perrigo, Peel, et al., 1985
Perrigo, B.J.; Peel, H.W.; Ballantyne, D.J.,
Use of Dual-Column Fused-Silica Capillary Gas Chromatography in Combination with Detector Response Factors for Analytical Toxicology.,
J. Chromatogr., 1985, 341, 81-88, https://doi.org/10.1016/S0378-4347(00)84011-6
. [all data]
Newton and Foery, 1984
Newton, B.; Foery, R.F.,
Retention indices and dual capillary gas chromatography for rapid identification of sedative hypnotic drugs in emergency toxicology,
J. Anal. Toxicol., 1984, 8, 3, 129-134, https://doi.org/10.1093/jat/8.3.129
. [all data]
Perrigo, Ballantyne, et al., 1984
Perrigo, B.J.; Ballantyne, D.J.; Peel, H.W.,
Condierations in developing a data base for drugs on a DBI capillary column,
J. Can. Soc. Forensic Sci., 1984, 17, 2, 41-49, https://doi.org/10.1080/00085030.1984.10757360
. [all data]
Perrigo and Peel, 1981
Perrigo, B.J.; Peel, H.W.,
The use of retention indices and temperature-programmed gas chromatography in analytical toxicology,
J. Chromatogr. Sci., 1981, 19, 5, 219-226, https://doi.org/10.1093/chromsci/19.5.219
. [all data]
Anderson and Fuller, 1987
Anderson, W.H.; Fuller, D.C.,
A simplified procedure for the isolation, characterization, and identification of weak acid and neutral drugs from whole blood,
J. Anal. Toxicol., 1987, 11, 5, 198-204, https://doi.org/10.1093/jat/11.5.198
. [all data]
Sharp, 1987
Sharp, M.E.,
A rapid screening procedure for acidic and neutral drugs in blood by high resolution gas chromatography,
J. Anal. Toxicol., 1987, 11, 1, 8-11, https://doi.org/10.1093/jat/11.1.8
. [all data]
Marozzi, Gambaro, et al., 1982
Marozzi, E.; Gambaro, V.; Saligari, E.; Mariani, R.; Lodi, F.,
Use of the retention index in gas chromatographic studies of drugs,
J. Anal. Toxicol., 1982, 6, 4, 185-192, https://doi.org/10.1093/jat/6.4.185
. [all data]
Peel and Perrigo, 1976
Peel, H.W.; Perrigo, B.,
A practical gas chromatographic screening procedure for toxicological analysis,
Can. Soc. Forens. Sci. J., 1976, 9, 2, 69-74, https://doi.org/10.1080/00085030.1976.10757247
. [all data]
Peel and Perrigo, 1975
Peel, H.W.; Perrigo, B.,
A practical gas chromatographic screening procedure for toxicological analysis,
Can.Soc.Forens.Sci.J., 1975, 9, 2, 69-74, https://doi.org/10.1080/00085030.1976.10757247
. [all data]
Grigoriev and Savchuk, 2010
Grigoriev, A.M.; Savchuk, S.A.,
Correlation of the parameters of screening libraries of the gas-chromatographic retention data,
Rus. J. Anal. Chem. (Engl. Transl.), 2010, 65, 4, 388-397. [all data]
Ardrey and Moffat, 1981
Ardrey, R.E.; Moffat, A.C.,
Gas-liquid chromatographic retention indices of 1318 substances of toxicological interest on SE-30 or OV-1 stationary phase,
J. Chromatogr., 1981, 220, 3, 195-252, https://doi.org/10.1016/S0021-9673(00)81925-1
. [all data]
Eckel, Ross, et al., 1993
Eckel, W.P.; Ross, B.; Isensee, R.K.,
Pentobarbital found in ground water,
Ground Water, 1993, 31, 5, 801-804, https://doi.org/10.1111/j.1745-6584.1993.tb00853.x
. [all data]
Notes
Go To: Top, Phase change data, Mass spectrum (electron ionization), Gas Chromatography, References
- Symbols used in this document:
Tfus Fusion (melting) point - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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