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Pharmaceutical Substances Syntheses, Patents, Applications - Part 211 ppsx

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Triaziquone T 2101 combination with cyclothiazide: GB 1 547 826 (Roussel-Uclaf; appl. 3 1.3.1976; F-prior. 11.4.1975). combination with verapamil: DOS 2 658 500 (Rohm Pharma; appl. 23.12.1976). US 4 157 394 (Rohm Pharma; 5.6.1979; D-prior. 23.12.1976). Formulation(s): cps. 50 mg, 100 mg; drg. 50 mg; tabl. 50 mg, 75 mg Trade Name(s): D: Diutensat (Amphama)- Triarese (Hexal)-comb. comb. Triazid (ct-Arzneimitte1)- Diuretikum Verla (Veda)- comb. comb. Tri-Thiazid Stada (Stada) duradiuret (durachemie)- Turfa-BASF (BASF comb. Dytide (Procter & Generics)-comb. numerous combination Gamble)-comb. preparations Esiteren (Novartis F: Cyclotbiam (Rousse1)- Pharma)-comb. Hypertorr (Henning comb. Isobar (Jacques Logeais)- Berlin)-comb. comb. Jatropur (Rohm Pharma) Prestole (Pharmafarm)- Jenateren (Jenapharm)- comb. Nephral (Pfleger)-comb. SKI-PUREN (Isis Puren)- comb. Thiazid-Wolff (Wolfo- comb. Triampur (ASTA Medica AWD)-comb. comb. GB: Dyazide (SmithKline Beecham)-comb. Dytac (Pharmark) Dytide (Pharmark)-comb. Frusene (Orion)-comb. Kalspare (Dominion)- comb. Triam Co (Baker Norton)- comb. I: Fluss 40 (Hoechst Marion Rousse1)-comb. J: Amteren (Sanko) Diarrol (Nippon Shoji) Diucelpin (Eisai) Diurene (Hokuriku) Diuteren (Showa) Hidiurese (Nichiiko) Masuharmin (Fuso) Revilen (Tokyo Tanabc) Tricilone (Vangard)-comb. Trispan (Yamanouchi) Triteren (Sumitomo) Triurene (Kanto) USA: Dyazide (SmithKline Beccham) Dyrenium (SmithKline Beecham) Maxzide (Bertek) generics ATC: LOlAC02 Use: antineoplastic RN: 68-76-8 MF: C,2H,3N302 MW: 23 1.26 EINECS: 200-692-6 LD,,: 500 ~glkg (R, i.v.) CN: 2,3,5-tris(l-aziridinyl)-2,5-cyclohexadiene-l,4-dione 2.6-dimethoxy- aziridine Triaziquone 1.4-benzaquinone Referencefs): US 2976 279 (Schenley Ind.; 21.3.1961; D-prior. 14.3.1957). Trade Namefs): D: Trenimon (Bayer); wfm GB: Trenimon (Bayer); wfm 2102 T Triazolam Triazolam ATC: N05CD05 Use: hypnotic,sedative RN: 28911-01-5 MF: C,,H12C12N, MW: 343.22 EINECS: 249-307-3 LD,,,: 1080 mgkg (M, p.0.); >7500 mglkg (K, p.0.) CN: 8-chloro-6-(2-chloropheny1)-I -methyl-4H-[l,2,4]triazolo[4,3-a][1,4]benzodiazepine pyridine P+S ID 1 phosphorus pentosulfide 2-omino-2'.5- glycinc ethyl ester 7-chloro-5-(2-chloro- dichlorobenzo- hydrochloride phenyl)-2-0x0-2,3- phenone dihydro- 1 H-1.4- benzodioze~ine 7-chloro-5-(2-chloro- acetyl- phenyl)-2-thioxo-2,3- hydrazine dihydro-1 H-1,4- benzodiozepinc (1) butonol ___* Reference(s): DOS 2 012 190 (Upjohn; appl. 14.3.1970; USA-prior. 17.3.1969,29.10.1969). US 3 987 052 (Upjohn: 19.10.1976; prior. 17.3.1969,29.10.1969). US 3 980 790 (Upjohn, 14.9.1976; appl. 4.8.1972; prior. 29.3.1971). thiono-intermediate: Archer, G.A.; Sternbach, L.H.: J. Org. Chem. (JOCEAH) 29, 231 (1964). US 3 422 091 (Roche; 14.1.1969; prior. 21.6.1962, 10.7.1962). alternative syntheses: DOS 2 203 782 (Upjohn; appl. 27.1.1972; USA-prior. 9.2.1971). DOS 2 302 525 (Upjohn; appl. 19.1.1973; USA-prior. 31.1.1972). Formulation(s): tabl. 0.125 mg, 0.25 mg Trade Name(s): D: Halcion (Pharmacia & GB: Halcion (Upjohn); wfm J: Halcion (Upjohn- Upjohn; 1979) I: Halcion (Pharmacia & Sumitorno) F: Halcion (Pharmacia & Upjohn) USA: Halcion (Pharmacia & Upjohn; 1980) Songar (Valeas) Upjohn; 1982) Tribenoside T 2103 lkibenoside ATC: C05AX05; CO5CXOl Use: vein therapeutic, sclerosing agent RN: 10310-32-4 MF: C29H340h MW: 478.59 EINECS: 233-687-2 LD,,: >30 glkg (M, p.0.); >20 glkg (R, p.0.) CN: ethyl 3,5,6-tris-0-(phenylmethy1)-D-glucofuranoside benzyl 1 -2-0-isopropylidene- chloride a-D-glucofuranose Tribenoside Reference(s): US 3 157 634 (Ciba; 17.1 1.1964; CH-prior. 10.1.1959,6.11.1959, 30.1 1.1959). Formulation(sJ: cps. 400 mg; cream 5 %; drg. 200 mg; suppos. 400 mg Trade Nume(s): D: Glyvenol (Ciba); wfm J: Glurenol (Ciba-Geigy) USA: Glyvenol (Ciba-Geigy); F: GlycCnol (Ciba); wfm Hemocuron (Takeda) wfm I: Venalisin (AGIPS) lkichlormethiazide ATC: C03AA06 Use: diuretic, antihypertensive RN: 133-67-5 MF: C8H8C13N304S2 MW: 380.66 EINECS: 205-1 18-8 LD,,: 750 mglkg (M, i.v.); 2600 mglkg (M, p.0.); 920 mg/kg (R, i.v.): 5600 mgkg (R, p.0.) CN: 6-chloro-3-(dichloromethyl)-3,4-dihydro-2H-l,2,4-benzothiadiazine-7-sulfonamide 1, l -dioxide 2104 T Triclocarban CI 4-ornino-6-chloro- dichlaroocet- Trichlorrnethiazide 1.3-benzenedi- aldehyde sulfonornide diethyl ocetol (cf. chlorothiozide synthesis) Referencets): GB 949 373 (Scherico; appl. 2.3.1960; USA-prior. 2.3.1959, 15.7.1959). DAS 1 147 233 (Ciba; appl. 4.10.1960; USA-prior. 8.10.1959, 16.10.1959). RE 576 304 (Ciba; appl. 3.3.1959; USA-prior. 3.3.1958). alternative syntheses: US 3 264 292 (Abbott; 2.8.1966; appl. 3.11.1958). GB 954 023 (Scherico; appl. 11.5.1960; USA-prior. 25.4.1960). Sherlock, M.H. et al.: Experientia (EXPEAM) 16, 184 (1960). Stevens, G. de et al.: Experientia (EXPEAM) 16, 113 (1960). Formulation(s): tabl. 2 mg, 4 mg in comb. with amiloride hydrochloride Trade Narne(s): D: Esmalorid (Merck)-comb. I: Fluitran (Essex); wfrn Fluitran (Sca); wfrn Triclordiuride (Formenti); wfrn J: Achletin (Toyama) Anatran (Tobishi) Anistadin (Maruko) Carvacron (Taiyo) Fluitran (Shionogi) Intromene (Teikoku) Sanamiron (Zensei) Tachionin (San-a) Tolcasone (Toho) USA: Metahydrin (Merrell Dow); wfrn Metahydrin (Merrell- National); wfrn Metatensm (Merrell Dow)- comb.; wfrn Metatensin (Merrell- Natlona1)-comb.; wfrn Naqua (Schering); wfrn Naquival (%hering)-comb.; wfm Triazide (Lcgere); wfrn Triclocarban (Trichlorcarbanilide) ATC: D08AX Use: bacteriostatic, cutanous antiseptic, germicidal agent, disinfectant RN: 101 -20-2 MF: CI3H9C1,N2O MW: 31 5.59 EINECS: 202-924-1 LD,,: ~34.6 glkg (R, p.0.) CN: N-(4-chlorophcny1)-N-(3,4-dichloropheny1)urea 4-chlorophenyl 3.4-dichloro- isocyonote aniline Reference(s): US 2 8 18 390 (Monsanto; 1957; appl. 1954) Triclocorbon Formulation(s): emulsion 250 mgllOO ml; powder 1 % Triclofos T 2 105 Trade Name(s): D: Ansudor (Ga1derma)-comb. Septivon (Chefaro- GB: Cutisan (Dales); wfm F: Cutisan (Boots Healthcare) .4rdeval)-comb. I: Citrosil (Manetti Roberts) Nobacter (Boots Solubacter (Boots Sangen (Boots H.M. VITI) Heal thcare) Healthcare) Triclofos ATC: N05CM07 Use: hypnotic RN: 306-52-5 MF: C2H4C1304P MW: 229.38 EINECS: 206-185-6 LD,,: 850 mglkg (M, p.0.); 850 mglkg (R, p.0.) CN: 2,2,2-trichloroethanol dihydrogen phosphate monosodium salt RN: 7246-20-0 MF: C2H,CI,Na0,P MW: 25 1.37 EINECS: 230-652-3 LD,: 1400 mgkg (M, p.0.); 1900 mgkg (R, p.0.) 2,2,2-trichloro- . 1 rido of on ethanol POCI3. pyridine Na2C03 CI,C^OH - C13C-\O-POCI~ __* Reference(s): BE 623 216 (Glaxo; appl. 4.10.1962; GB-prior. 5.10.1961). C13C~O-P03Hz Formulation(s): syrup 500 mg/5 ml Trade Name(s): GB: Tricloryl (Glaxo); wfm USA: Triclos (Lakeside); wfm J: Tricloryl (Torii) Triclos (Mcrrell Dow); wfm Triclosan (Cloxifenol) ATC: D08AE04; D09AA06 Use: antiseptic RN: 3380-34-5 MF: C12H7C1302 MW: 289.55 EINECS: 222-182-2 LD,,: 4530 mgkg (M, p.0.); 29 mgkg (R, 1.v.); 3700 mglkg (R, p.0.) CN: 5-chloro-2-(2,4-dich1orophenoxy)phenol phenol 1 -4-dichloro- 2.5-dichloro- benzene 1 -nitrobenzene 2106 T Tridihexethyl chloride Fe. CHJCOOH nitrosylsulfuric acid I CI CI CI CI 2-amino-ZC,4.4'-tri- chlorodiphenyl ether 1 Tricloson I Reference(s): US 3 506 720 (Geigy; 14.4.1970; CH-prior. 22.2.1963). Formulation(s): cream 10 mglgsol. 0.1 g1100 g Trade Name(s): D: Rutisept (Henke1)-comb. Oilatum Plus (Stiefe1)- Irgaman (Hoechst Marion Sicorten Creme (Novartis comb. Merrell) Pharma)-comb. Ster-Zac Bath Conc. USA: Clearasil Antibac. Soap GB: Aquasept (Seton) (Seton) (Vicks); wfm Manusept (Seton) I: Dopo Pik (Tipomark) SulPur-8 Shampoo Gampphen (Ethicon) (Plough); wfm Tridihexethyl chloride ATC: A03AB08 Use: anticholinergic, antispasmodic RN: 4310-35-4 MF: C2,H,,CIN0 MW: 353.98 EINECS: 224-323-3 LDs,,: 103 mglkg (M, i.p.) CN: y-cyclohexyl-N,N,N-triethyl-y-hydroxybenzenepropanaminium chloride iodide RN: 125-99-5 MF: C,,H,,INO MW: 445.43 EINECS: 204-762-7 LD,,,: 18 mgkg (M, i.v.); 570 mglkg (M, p.0.); 27 mgkg (R, i.v.); l I00 mgkg (R, p.0.) hydroxide RN: 511-43-3 MF: C,,H3,N02 MW: 335.53 @ port 1 (Burroughs Wellcome): ocetophenone paraform- diethyl- 3-diethylamina- aldehyde ornine propiophenone (I) cyclohexylrnagnesiurn 3-diethylamino-1 - bromide cyclohexyl-1-phenyl- 1 -propon01 (11) Trientine T 2107 @ part 2 (American Cyanamid): I iodide L Reference(s): a US 2 698 325 (Burroughs Wellcome; 1954; prior. 1948). b US 2 913 494 (American Cyanamid; 17.1 1.1959; prior. 2.10.1957). Formulation(s): tabl. 25 mg (as chloride) Trade Name(s): 1: Duoesetil (Dessy); wfm USA: Pathibamate (Leder1e)- Pathilun (Lederlc); wfm I: Pathilon (Lederle) comb.; wfm Trientine ATC: VO~A (TECZA; TETA) Use: chclating agent for treatment of Wilson's disease RN: 112-24-3 MF: C,H,,N4 MW: 146.24 EINECS: 203-950-6 LD,,: 350 mglkg (M, i.v.); 1600 mgkg (M, p.0.); 2500 mgkg (R, p.0.) CN: N,M-bis(2-aminoethy1)-1,2-ethanediaminc dihydrochloride RN: 38260-01-4 MF: C,H,*N4 .2HCI MW: 219.16 EINECS: 253-854-3 LD,,: 2285 mgkg (R, p.0.) ethylene- 1,2-dichloro- diomine ethane Alphen, J. van: Recl. Trav. Chim. Pays-Bas (RTCPA3) 55,412 (1936). Hoffmann, A.W. von: Chern. Ber. (CHBEAM) 23,37 11 (1 890). Jones, G.D. et al.: J. Org. Chem. (JOCEAH) 9, 125 (1944). kormulation(s): cps. 250 mg (as dihydrochloride) Trade Nume(s): I: Metalite (Tsumura USA: Syprine (Merck) Juntendo) 2108 T Trifluoperazine Trifluoperazine ATC: N05AB06 Use: neuroleptic RN: 117-89-5 MF: C2,H,F,N3S MW: 407.50 EINECS: 204-219-4 LD,,,: 29 mglkg (M, i.v.); 1350 rnglkg (M, p.0.) CN: 10-[3-(4-methyl-1-piperazinyl)propy1]-2-(trifluoromethy1)-10H-phenothiazine dihydrochloride RN: 440-1 7-5 MF: C2,H2,F3N3S . 2HCI MW: 480.43 EINECS: 207-1 23-0 LD,,,: 82 mglkg (M, i.v.); 424 mglkg (M, p.0.); 543 mglkg (R, p.0.) 2-trifluoromethyl- 1 -(3-chloropropyl)- phenothiozine 4-methylpiperazine I Trifluoperazine Reference(s): US 2 921 069 (Smith Kline & French; 12.1.1960; prior. 9.4.1956). DE 1 095 836 (Squibb; appl. 8.12.1956; USA-prior. 23.12.1955, 12.7.1956). Craig, P.N. et al.: J. Org. Chem. (JOCEAH) 22, 709 (1959). DE 1 165 034 (Smith Kline & French; appl. 29.9.1956; USA-prior. 9.4.1956). Formulation(s): cps. 2.36 mg; f. c. tabl. 1 mg, 2 mg, 5 mg, 10 mg; vial 2 mglml, 10 mglml (as dihydrochloride) Trade Name(s): D: Jatroneural (Procter & Stelazine (SmithKline J: Normaln P (Sawai) Gamble) Beecham) Tranquis (Sumitomo) F: Terfluzine (SpCcia) I: Modalina (Sanofi Trifluoperazine (Yoshitomi) GB: Parstelm (SmithKline W~nthrop) USA: Stelazine (SmithKline Beecham)-comb. Parmodalin (Sanofi Beecham) Winthrop)-comb. Trifluperidol ATC: N05AD02 Use: neuroleptic RN: 749-13-3 MF: C2,H2,F4N02 MW: 409.42 LD,,,: 26 mglkg (M, i.v.); 110 mglkg (M, p.0.); 14 mglkg (R, i.v.); 140 mglkg (R, p.0.) CN: 1-(4-fluorophenyl)-4-[4-hydroxy-4-[3-(trifluoromethyl)pheny]-l-piperidinyl]-l-butanone hydrochloride RN: 2062-77-3 MF: C22H23F4N02 . HCI MW: 445.88 EINECS: 218-170-1 LD,,,: 17.4 mglkg (M, i.v.); 99 mglkg (M, p.0.); 14 mgkg (R, i.v.) Triflupromazine T 2 109 1 -benzyl-4- 3-trifluoromethyl- I-benzyl-4-hydroxy-4 piperidone phenylrnognesium (3-trifl~ororneth~l- bromide pheny1)piperidine N H 4-hydroxy-4-(3- 4-chioro-4'-fluoro- Trifluperidol trifluorornethyl- butyrophenone pheny1)piperidine (I) (cf. holoperidol synthesis) Referencefs): GB 895 309 (Janssen; appl. and prior. 18.11.1959; valid from 17.ll.l960). Formulation(s): amp. 2.5 mg; drops 1 mglml (as hydrochloride) Trade Namefs): D: Triperidol (Janssen-Cilag) I: Psicoperidol USA: Triperidol (McNeil); wfm F: Triperidol (Janssen-Cilag) (Lusofarmaco) GB: Triperidol (Janssen); wfm J: Triperidol (Yoshitomi) Triflupromazine (Fluopromazine) ATC: N05AA05 Use: neuroleptic RN: 146-54-3 MF: C18HlyF3N2S MW: 352.42 EINECS: 205-673-6 LD,,: 34 mgkg (M, i.v.); 245 mglkg (M, p.0.); 185 mglkg (R, p.~.j CN: N,N-dimethyl-2-(trifluoromethyl)-10H-phenothiazine-l0-propanamine monohydrochloride RN: 1098-60-8 MF: C1,HlyF,N2S~ HC1 MW: 388.89 EINECS: 214-149-6 LD,,,: 34 mgkg (M, i.v.); 254 mglkg (M, p.0.); 17 mgkg (dog, i.v.) phenothiozine propyl chloride I 7H3 NONH, Q&ycF3 + c'~N, sodium b CH3 omide 2-trifluorornethyl- 3-dimethylomino- 7H3 P~'CH~ @pF3 Triflupromozine 21 10 T Trifluridine Reference(s): DE 1 095 836 (Squibb; appl. 8.12.1956; USA-prior. 23.12.1955, 12.7.1956). US 2 921 069 (Smith Kline & French; 12.1.1960; prior. 9.4.1956). Duhm, B. et al.: Z. Naturforsch. Teil B: Anorg. Chem., Org. Chem., Biochem., Biophys., Biol. (ZENBAX) 13, 756 (1958). Craig, P.N. et al.: J. Org. Chem. (JOCEAH) 22,709 (1959). Formularion(s): amp. 10 mg/ml, 20 mg/ml; drg. 10 mg, 25 mg; suppos. 70 mg (as hydrochloride) Trade Name(s): D: Psyquil (Sanofi Winthrop) I: Vesprin (Squibb); wfm USA: Vesprin (Squibb; as F: Psyquil (Squibb); wfm J: Vesprin (Squibb-Showa) hydrochloride); wfm Trifluridine ATC: SOlAD02 Use: antiviral RN: 70-00-8 MF: C,oH,lF3N20S MW: 296.20 EINECS: 200-722-8 LD,,: 3381 mgkg (M, i.v.); 2946 mgkg (R, i.v.) CN: a,a,a-trifluorothymidine 7H3 FH3 H3C-yi-CH3 0 H,C-Ti-Cl 533 FH3 + H3C-Si-N-Si-CH3 CH3 1 1 chlarotrimethyl- CH3 CH3 silane 5-trifluoro- hexamethyl- methylurocil disilazane 2-deoxyribafuronosyl chloride 3.5-bis(4-nitrobenzoote) 1. Hg(0CoCH3)2 2. KI. H20 3. chrornatogrophy 4. HN[CH(CH,)~]~. CH30H 1 rnercury(l1) ocetate 4 diisopropylor&e I Trifluridine u Reference(s): US 3 531 464 (Seer. Dept. of Health Educ. and Welfare; 29.9.1970; prior. 21.10.1966). starting material: DD 119 423 (L. Hein, D. Cech, C. Liebenthal; appl. 17.4.1975). US 3 201 387 (Sccr. Dept. of Health Educ. and Welfare; 17.8. 1965; appl. 18.9.1963). Fornzularion(s): eye ointment 20 mglg; eye drops 10 mg/ml. sol. 1 % Trade Nume(s): D: TFT Thilo 1 % Triflumann (Mann) I: Triherpine (CIBA Vision) Augentropfen (Alcon) F: Virophta (Allcrgan) USA: Viroptic (Monarch) . pentosulfide 2-omino-2'. 5- glycinc ethyl ester 7-chloro- 5-( 2-chloro- dichlorobenzo- hydrochloride phenyl )-2 -0 x 0-2 , 3- phenone dihydro- 1 H-1. 4- benzodioze~ine 7-chloro- 5-( 2-chloro- acetyl- phenyl )-2 -thioxo-2, 3-. 109 1 -benzyl- 4- 3-trifluoromethyl- I-benzyl-4-hydroxy-4 piperidone phenylrnognesium (3-trifl~ororneth~l- bromide pheny1)piperidine N H 4-hydroxy- 4-( 3- 4-chioro-4'-fluoro- Trifluperidol. p.0.) CN: 1-( 4-fluorophenyl )-4 -[ 4-hydroxy- 4-[ 3-( trifluoromethyl)pheny]-l-piperidinyl]-l-butanone hydrochloride RN: 206 2-7 7-3 MF: C22H23F4N02 . HCI MW: 445.88 EINECS: 21 8-1 7 0-1 LD,,,: 17.4

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