
CAS Name: Thiobismethane
Additional Names: dimethyl sulfide
Percent Composition: C 38.66%, H 9.73%, S 51.61%
Literature References: Metabolic product of many biosystems. Important flavor constituent in lager beer and in many cooked vegetables such as tomatoes and corn. Principal volatile sulfur compound in seawater; abundantly produced by marine algae. Prepn: V. Regnault, Ann. 34, 24 (1840); and properties: D. T. McAllan et al., J. Am. Chem. Soc. 73, 3627 (1951). Review of role in malting and brewing: C. J. Dickenson, Chem. Ind. 24, 896-898 (1979); B. J. Anness, C. W. Bamforth, J. Inst. Brew. 88, 244-252 (1982). Review of role in global sulfur cycle: P. S. Liss et al., Philos. Trans. R. Soc. London Ser. B 352, 159-169 (1997). Review of gas-phase chemistry: I. Barnes et al., Chem. Rev. 106, 940-975 (2006).
CAS Name: (2R,3S,5R,6R)-rel-3-(1E,3E)-1,3-Heptadienyl-5,6-dihydroxy-2-(hydroxymethyl)cyclohexanone
Percent Composition: C 66.12%, H 8.72%, O 25.16%
Literature References: Metabolic product of Penicillium palitans Westling. Isoln: J. H. Birkinshaw, H. Raistrick, Biochem. J. 30, 801 (1936). Derivs and degradation products: J. H. Birkinshaw, ibid. 51, 271 (1952). Structure: K. Bowden et al., J. Chem. Soc. 1959, 1662. Biosynthesis: P. Chaplen, R. Thomas, Biochem. J. 77, 91 (1960); A. J. Birch, M. Kocor, J. Chem. Soc. 1960, 866. Reactivity studies: A. T. Austin, B. Pearson, Chem. Ind. (London) 1966, 1228. Stereoselective synthesis of (±)-form: A. Ichihara et al., Tetrahedron Lett. 1977, 3473; eidem, Tetrahedron 36, 1547 (1980).
CAS Name: 2,5-Dihydroxy-3-methoxy-6-methyl-2,5-cyclohexadiene-1,4-dione
Additional Names: 2,5-dihydroxy-3-methoxy-6-methyl-p-benzoquinone; 3,6-dihydroxy-5-methoxy-p-toluquinone; 3,6-dihydroxy-4...
Literature References: Metabolic product of the fungi Penicillium spinulosum Thom. and Aspergillus fumigatus Fres.: Birckinshaw, Raistrick, Philos. Trans. R. Soc. London B220, 245 (1931); Anslow, Raistrick, Biochem. J. 32, 2288 (1938); Pettersson, Acta Chem. Scand. 17, 1771 (1963). Structure: Aulin, Erdtman, Sven. Kem. Tidskr. 49, 208 (1937). Synthesis: Anslow, Raistrick, Biochem. J. 32, 803 (1938). Biosynthesis: Pettersson, Acta Chem. Scand. 19, 1016 (1965).
CAS Name: 4-Methoxybenzaldehyde
Additional Names: anisic aldehyde
Percent Composition: C 70.57%, H 5.92%, O 23.50%
Literature References: Metabolic product of the odoriferous fungus Lentinus lepidus Fr.: Birkinshaw et al., Biochem. J. 38, 131 (1944); of wood-rotting fungus Polyporus benzoinus (Wahl.) Fr.: Birkinshaw et al., ibid. 50, 509 (1952); of Daldalea juniperina Murr.: Birkinshaw, Chaplen, ibid. 60, 255 (1955). Prepn: Niedzielski, Nord, J. Am. Chem. Soc. 63, 1462 (1941); Sisti et al., J. Org. Chem. 27, 279 (1962). Toxicity study: P. M. Jenner et al., Food Cosmet. Toxicol. 2, 327 (1964).
CAS Name: N-(Aminocarbonyl)-L-glutamic acid
Additional Names: carbamylglutamic acid; N-carbamoyl-L-glutamic acid; l-uramidoglutaric acid; ureidoglutaric acid
Trademarks: Carbaglu (Orphan Eur...
Literature References: Metabolically stable analog of N-acetylglutamate, a physiological activator of the first enzyme of the urea cycle, carbamylphosphate synthetase (CAPS). Prepn: H. McIlwain, Biochem. J. 33, 1942 (1939). Effect on blood urea and ammonia levels and potential clinical application: J.-E. O'Connor et al., Eur. J. Pediatr. 143, 196 (1985). Evaluation in treatment of CAPS deficiency: G. Kuchler et al., J. Inher. Metab. Dis. 19, 220 (1996); of N-acetylglutamate synthetase (NAGS) deficiency: B. Plecko et al., Eur. J. Pediatr. 157, 996 (1998).
CAS Name: 4-Hydroxy-3-methoxybenzeneacetic acid
Additional Names: (4-hydroxy-3-methoxyphenyl)acetic acid; 4-hydroxy-3-methoxy-a-toluic acid
Percent Composition: C 59.34%, H 5.53%, O 35.13%
Literature References: Metabolite found in human urine. Prepn: F. Tiemann, N. Nagai, Ber. 10, 201 (1877); F. Mauthner, Ann. 370, 368 (1909); H. E. Fisher, H. Hibbert, J. Am. Chem. Soc. 69, 1208 (1947). End product of dopamine, q.v.: K. Shaw et al., J. Biol. Chem. 226, 255 (1957); M. Goodall, H. Alton, Biochem. Pharmacol. 25, 2635 (1968).
CAS Name: 2-Chloro-N,N-dimethyl-10H-phenothiazine-10-propanamine 5-oxide
Additional Names: 2-chloro-10-[3-(dimethylamino)propyl]phenothiazine 5-oxide; 10-(g-dimethylaminopropyl)-3-chlorphenothi...
Literature References: Metabolite of chlorpromazine, q.v.: Salzman, Brodie, J. Pharmacol. Exp. Ther. 118, 46 (1956). Preparation by enzymatic oxidation of chlorpromazine: Gillette, Kamm, ibid. 130, 262 (1960). Synthesis: FR 1167653 (1958 to Rhône-Poulenc). Toxicity data: Minami, Yoshimoto, Nara Igaku Zasshi 8, 50 (1957), C.A. 51, 16966a (1957).
CAS Name: N-Methyl-2-[(2-methylphenyl)phenylmethoxy]ethanamine
Additional Names: N-methyl-2-[(o-methyl-a-phenylbenzyl)oxy]ethylamine; N-demethylorphenadrine; N-methylaminoethyl 2-methylbenzhydr...
Literature References: Metabolite of orphenadrine formed by N-demethylation. Prepn: BE 628167; Harms, US 3407258 (1963, 1968 both to Brocades-Stheeman Pharmacia). Resolution of isomers: van der Stelt et al., Arzneim.-Forsch. 19, 2010 (1969). Physical and chemical properties: Doorenbos et al., Pharm. Weekbl. 101, 525 (1966). Pharmacology: Funcke et al., Arch. Int. Pharmacodyn. 177, 28 (1969); Den Besten et al., Arzneim.-Forsch. 20, 538 (1970). Metabolic studies: Hespe, Prins, Eur. J. Pharmacol. 8, 119 (1969); Hespe, Kafoe, ibid. 13, 113 (1970). Clinical studies: Bram, Shanmuganathan, Curr. Ther. Res. 13, 625 (1971).
CAS Name: 4-(Acetylamino)-N-[2-(diethylamino)ethyl]benzamide
Additional Names: 4'-[[2-(diethylamino)ethyl]carbamoyl]acetanilide; N-acetylprocainamide; NAPA
Percent Composition: C 64.96%, H 8...
Literature References: Metabolite of procainamide, q.v. Prepn: E. C. Schreiber, DE 2062978 (1971 to Squibb), C.A. 75, 76427 (1972). Pharmacokinetics: M. Wierzchowiecki et al., Int. J. Clin. Pharmacol. Ther. Toxicol. 18, 272 (1980). Clinical pharmacology and antiarrhythmic efficacy: J. Kluger et al., Am. J. Cardiol. 45, 1250 (1980); R. A. Winkle et al., ibid. 47, 123 (1981). HPLC determn in plasma: D. Raphanaud et al., Ther. Drug Monit. 8, 365 (1986). Review of pharmacology and therapeutic potential: D. W. G. Harron, R. N. Brogden, Drugs 39, 720-740 (1990).
CAS Name: 1-Methyl-3-[3-methyl-4-[4-[(trifluoromethyl)sulfonyl]phenoxy]phenyl]-1,3,5-triazine-2,4,6(1H,3H,5H)-trione
Additional Names: toltrazuril sulfoneTrademarks: Marquis (Bayer)
Percent ...
Literature References: Metabolite of toltrazuril, q.v.; triazine trione antiprotozoal. Prepn: A. Haberkorn et al., DE 2718799; eidem, US 4219552 (1978, 1980 both to Bayer). Stereoselective generation by microsomes: E. Benoit et al., Biochem. Pharmacol. 46, 2337 (1993). LC/MS determn in meat and eggs: V. Hormazábal et al., J. Liq. Chromatogr. Relat. Technol. 26, 791 (2003). Activity vs Sarcocystis neurona, the causative agent of EPM: D. S. Lindsay et al., Vet. Parasitol. 92, 165 (2000); R. P. Franklin et al., ibid. 114, 123 (2003); vs Neospora canium: A. K. Darius et al., Parasitol. Res. 92, 453, 520 (2004).
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