F Tiaramide T 2031 calcium salt: FR 2 268 522 (Roussel-Uclaf; appl. 12.11.1969). CICmence, E et a].: Eur. J. Med. Chem. (EJMCA5) 9,390 (1974). salt with dibasic amino acids: ES 460 926 (Lab. Cusi; appl. 21.7.1977). Formulation(s): s. r. cps. 300 mg; suppos. 300 mg; tabl. 200 mg, 300 mg Trade Name(s): D: Surgam (Albert-Roussel, GB: Surgam (Florizel; 1982) Tioprofen (Scharper); wfm Hoechst; 1981) I: Surgamyl (Roussel- J: Surgam (Roussel) F: Surgam (Roussel; 1975) Maestretti); wfm Tiaramide ATC: M01; NO2 Use: anti-inflammatory, analgesic, antipyretic RN: 32527-55-2 MF: C,sH&IN303S MW: 355.85 EINECS: 251-083-7 LD,,: 564 mg/kg (M, p.0.); 3600 mg/kg (R, p.0.) CN: 4-[(5-chloro-2-oxo-3(2H)-benzothiazolyl)acetyl]-1-piperazineethanol monohydrochloride RN: 35941-71-0 MF: CIsH,8CIN303S . HCI MW: 392.31 EINECS: 252-802-7 LD,,: 178 mg/kg (M, i.v.); 564 mg/kg (M, p.0.); 203 mg/kg (R, i.v.); 2300 mg/kg (R, p.0.); 157 mglkg (dog, i.v.); >4 glkg (dog, p.0.) 07 CH3 5-chloro-Z(3H)- ethyl chloro- (1) benzothiazolone acetote Reference(s): DE 1 770 571 (Fujisawa; prior. 5.6.1968). US 3 661 921 (Fujisawa; 9.5.1972; J-prior. 5.6.1967, 30.9.1967). US 3 755 327 (Fujisawa; 28.8.1973; J-prior. 5.6.1967). Formulation(s): tabl. 50 mg, 100 mg (as hydrochloride) 2032 T Tibezonium iodide Trude Natne(s): I: Ventaval (Crinos); wfm J: Solantal (Fujisawa; 1975) Tibezonium iodide (Tiabenzazoniumjodid) ATC: AOlAB15 Use: chemotherapeutic, antiseptic, antibacterial RN: 54663-47-7 MF: C28H321N3S2 MW: 601.62 EINECS: 259-284-1 Q,,: 9 glkg (M, p.0.); >I 0 gkg (R, p.0.) CN: N,N-diethyl-N-methyl-2-[[4-[4-(phenylthio)phenyl]-3H-1,5-benzodiazepin-2-yl]thio]ethanaminium iodide 4-acetyldiphenyl carbon te*-amy'ate (4-phenylthiobenmyl)- diarnine sulfide disulf ide dithioacetic acid 4-(4-phenylthiapheny1)- 2-diethylomino- 1.3-dihydra-2H-1,5-benzo- ethyl chloride diazepine-2-thione (I) Tibezanium iodide I Reference(s): US 3 933 793 (Recordati; 20.1.1976; I-prior. l9.lO.l97l, 18.5.1972). GB 1 412 008 (Recordati; valid from 11.10.1.972; I-prior. 19.10.1971, 18.5.1972). GB 1 412 009 (Recordati; valid from 11.10.1972; I-prior. 19.10.1971, 18.5.1972), (addition to GB 1412008). Formulation(s): collutorium 0.05 %; lozenge 5 mg Trade Name(s): I: Antoral (Recordati) Tibolone ATC: G03DC05 Use: anabolic, immunomodulating steroid, treatment of postmenopausal vasomotor symptoms RN: 5630-53-5 MF: C2,H2,02 MW: 312.45 EINECS: 227-069-1 CN: (7a,17a)-17-hydroxy-7-methyl-19-norpregn-5(1O)-en-20-yn-3-one Ticarcillin T 2033 7a-methylestr-5(10)- ene-3,17-dione (I) HC CH , K , NH, acetylene 0 Reference(s): DOS 1 618 747 (Organon; appl. 23.6.1967; NL-prior. 24.6.1966). US 3 340 279 (Organon; 5.9.1967; NL-prior. 16.6.1964). US 3 475 465 (Organon; 28.10.1969; NL-prior. 24.6.1966). iH 0 "'c H alremative synthesis: DE 1543 273 (Organon; appl. 15.6.1965; NL-prior. 16.6.1964). synthesis of 7a-methylestr-5(10)-ene-3,17-dione: Anner, G. et al.: Chimia (CHIMAD) 20,434 (1966). medical use as immunornodula~or: EP 159 739 (Akzo; appl. 20.3.1985; NL-prior. 21.3.1984). combination with fluoride salfs: WO 8 909 058 (Akzo; appl. 17.3.1989; NL-prior. 25.3.1988). Formulation(s): tab1 2.5 rng Trade Narne(s): - GB: Livial (Organon; 1991) I: Livial (Organon) Ticarcillin ATC: JOlCA13 Use: antibiotic, antibacterial RN: 34787-01-4 MF: CISHL6N206S2 MW: 384.43 EINECS: 252-213-5 CN: [2S-(2a,5a,6~(S*))]-6-[(carboxy-3-thienylacetyl)arnino]-3,3-dimethyl-7-oxo-4-thia-1- azabicyclo[3.2.0]heptane-2-carboxylic acid disodium salt RN: 29457-07-6 MF: C,SH,4N2Na206S2 MW: 428.40 EINECS: 249-642-5 LD,: 5200 rnglkg (M, i.v.); >16 glkg (M, p.0.); 5350 rnglkg (R, i.v.); 16 glkg (R, p.0.); >4 glkg (dog, i.v.) 2034 T Ticarcillin SOCI?, isopropyl ether. DMF b CI COOH COOH 3-thienyl- rnalonic acid Referencefs): DE 1 295 558 (Beecham; appl. 23.4.1964; GB-prior. 23.4.1963). US 3 282 926 (Beecham; 1.1 1.1966; GB-prior. 21.4.1963). GB 1 004 670 (Beecham; appl. 23.4.1963; valid from 20.4.1964). US 3 492 291 (Beecham; 27.1.1970; prior. 17.4.1 964, 3.5.1966). GB 1 197 973 (Beecham; appl. 18.4.1967; valid from 18.4.1968). DAS 2 244 556 (Pfizer; appl. 11.9.1972; USA-prior. 1 .lO.l97l). ticarcillin a-benzyl ester from the monobenzyl ester of 3-thienylmalonic acid (can be hydrogenated on Pd-C to ticarcillin): DAS 1 670 222 (Beecham; appl. 12.5.1967; GB-prior. 13.5.1966). GB 1 125 557 (Beecham; appl. 13.5.1966; valid from 9.5.1967). acylation via 3-thienylmalonic acid rnonophenyl ester monochloride: GB 1 133 886 (Beecham; appl. 5.1 1.1966, 27.1.1967; valid from 30.10.1967). alternative method (via 2,2-dimethyl-5-(3-thienyl)-l,3-dioxan-4,6-dione); US 4 066 664 (Recherche et Industrie ThCrapeutiques, Bclg.; 3.1.1978; prior. 8.4.1975, 27.9.1976). new method for 3-thienylmalonic acid (resp. 3-thienylacetic acid) based on 2,5-dichlorothiophcne: DOS 2 157 540 (Beecham; appl. 19.1 1.1971; GB-prior. 25.1 1.1970). synthesis of 3-thienylmalorzic acid morzoalkyl esters by carboxylation of 3-thienylacetic acid esters: GB 1 426 557 (Beecham; appl. 5.10.1972; valid from 10.9.1973). DOS 2 348 473 (Beecham; appl. 26.9.1973; GB-prior. 5.10.1972). from aliphatic precursors: EP-appl. 633 (Beecham; appl. 12.7.1978; GB-prior. 23.7.1977). from 3-halorhiophenes: GB 2 009 158 (Oce-Andeno; appl. 6.12.1977). Formulation(s): amp. 1.5 g, 3 g, 5 g; vial 1 g, 3 g. 6 g Trade Name(s): D: Betabactyl (SmithKline GB: Ticar (Beecham) USA: Ticar (SmithKline Beecham)-comb. Timentin (SmithKlinc Beecham) F: Claventin (SmithKline Beecham)-comb. Timentin (SmithKline Beecham)-comb. J: Monapen (Fujisawa) Beecham)-comb. Ticarpen (SmithKline Ticarpenin (Bcecham-Meiji Beecham) Seika) Ticlopidine T 2035 Ticlopidine ATC: BOlACO5 Use: platelet aggregation inhibitor RN: 55142-85-3 MF: C,,Hl4ClNS MW: 263.79 EINECS: 259-498-5 LD,,,: 88 mgkg (M, i.v.); 600 mglkg (M, p.0.); 70 mgkg (R, i.v.); 1780 mglkg (R, p.0.) CN: 5-[(2-chlorophenyl)methyl]-4,5,6,7-tetrahydrothieno[3,2-c]pyridine hydrochloride RN: 53885-35-1 MF: C,,HI4CINS . HCI MW: 300.25 EINECS: 258-837-4 LD,,: 55 mgkg (M, i.v.); 600 mglkg (M, p.0.); 70 mgkg (R, i.v.); 1780 mglkg (R, p.0.) 4,5,6,7-tetra- 2-chlorobenzyl hydrothieno- chloride (I) 13.2-clpyridine p Ticlopidine pyridine 1. THF 2. H~C-@O~CI - 0=CH2 H20. HCI 2. p-toluenesulfonyl ethylene chlor'de oxide 3. Z-chlorobenzyl- ornine Referencefs): DE 2 404 308 (Centre Etud. Ind. Pharm.; prior. 30.1.1974). US 4051 141 (Centre Etud. Ind. Pharm.; 27.9.1977; F-prior. 1.2.1973). a,bMaffrand, J.P.; Eloy, F.: Eur. J. Med. Chem. (EJMCA5) 9,483 (1974). starting material: DOS 2 530 516 (Parcor; appl. 9.7.1975; F-prior. 16.7.1974). c US 4 127 580 (Parcor; 28.1 1.1978; F-prior. 30.7.1975,7.2.1975). alternative syntheses: US 4 174 448 (Parcor; 13.11.1979; F-prior. 6.6.1978). use as cytostatic: BE 873 326 (Sopharma; appl. 5.1.1979; J-prior. (Daiichi Seiyaku) 6.1.1978). ticlopidine-aspirin-combination: US 4 080 447 (Cent. Etud. Ind. Pharm.; 21.3.1978; F-prior. 29.3.1976). 2036 T Tiemonium iodide use as anlifhrombotic: JP 54 086 626 (Sopharma; appl. 21.12.1977). JP 54 105 236 (Sopharma; appl. 6.2.1978). Fnrmularion(s): cps. 250 mg; drg. 250 mg; f. c. tabl. 250 mg (as hydrochloride); tabl. 250 mg Pade Name(s): D: Tiklyd (Sanofi Winthrop: Clox (Caber) 'Ticlopidine Dorom 1980) Fluilast (Boniscontro & (Dorom) F: Ticlid (Sanofi Winthrop; Gazzone) Ticloproge (Proge Farm) 1978) Klodin (Savio IBN) Tiklid (Sanofi Winthrop) I: Anagregal (Gentili) Opteron (Therabel Pharma) J: Panaldin (Daiichi) Antigreg (Piam) Parsilid (Crinos) USA: Ticlid (Roche) Aplaket (Rottapharm) Ticlodone (Sigma-Tau) Tiemonium iodide ATC: A03AB17 Use: antispasmodic, analgesic, anticholinergic RN: 144-12-7 MF: CIRHZdN02S MW: 445.37 EINECS: 205-616-5 LD,,: 30 mgkg (M, i.v.); 1800 mglkg (M, p.0.); 30 mglkg (R, i.v.); 2295 mglkg (R, p.0.) CN: 4-[3-hydroxy-3-phenyl-3-(2-thienyl)propyl]-4-methylmorpholinium iodide ol H3Cp + (CH~O), + L NH phenyl- 0 0 rnognesiurn 2-ocetyl- paraform- rnorpholine (11) 1 -0xo-3-morpholino- bromide thiophene aldehyde (I) 1 -(2-thieny1)propane (111) methyl iodide (1V) Tiernonium iodide I ?&.@ 2 b , C,H,Li 111 0 0 thiophene butyl- lithium ocetophenone 1 -phenyl-3-morpholino- 1 -proponone IU + N + Tiemonium iodide u Tienilic acid T 2037 Reference(s): a GB 953 386 (Mauvernay; appl. 3.3.1961; F-prior. 17.8.1960). FR-M 387 (Mauvernay; appl. 17.8.1960; prior. 4.3.1960). b DOS 2 609 923 (Ravensberg; appl. 10.3.1976). Formulation(s): syrup 0.2 %; tabl. 5 mg as combination preparation Tm& Name(s): D: Coffalon (Stark, Konstanz)- ViscCralgine (Riom) Ottimal (ICT-Lodi); wfm comb. combination preparations Visceralgina (Lirca); wfm F: Colchimax (HoudC)-comb. I: Ottimal (Fardeco; as Visceralgina (SIT); wfm with colchicine methyl sulfate); wfm J: Visceralgine (Nippon Zoki) Tienilic acid ATC: CO3CCO2 Use: diuretic, uricosuric agent RN: 40180-04-9 MF: C,3H8C1204S MW: 331.18 EINECS: 254-826-3 LD,,: 225 mgkg (M, i.v.); 1275 mglkg (M, p.0.) CN: [2,3-dichloro-4-(2-thienylcarbonyl)phenoxy]acetic acid 2-thiophene- 2.3-dichioro- carbonyl chloride anisole ~l*~~~~3. 0 KOH, DMF pyridine OH ethyl chloro- hydrochloride CI acetote (nI) ___* C' CI 0 0-COOH CI (N) lienilic acid 2,3-dichloro- phenol 2,3-dichloro-4- hydraxybenzoic ocid 2038 T Tilidine 2,s-dichloro-4-meth- oxybenzoic acid (V) KOH. DMF 11 + I11 + N Reference(s): a DE 2 048 372 (CERPHA; appl. 1.10.1970; F-prior. 10.10.1969). US 3 758 506 (CEKPHA; 11.9.1973; F-prior. 10.10.1969). US 4 107 179 (Smith Kline; 15.8.1978; prior. 22.8.1977). Thuillier, G. et al.: Eur. J. Med. Chem. (EJMCAS) 9,625 (1974). new method for 2,3-dichloroanisole: FR-appl. 2 363 539 (Albert Rolland; appl. 31.8.1976). b DOS 2 743 469 (Smith Kline; appl. 27.9.1977; USA-prior. 4.10.1976). GB 1 545 639 (Smith Kline; appl. 26.9.1977; USA-prior. 4.10.1976). ucylution of thiophene with 4-carboxy-2,3-dichlorophcnoxyacetic acid ethyl ester in presence of polyphosphoric acid: BE 858 848 (Albert Rolland; appl. 19.9.1977; F-prior. 21.9.1976). alternative syntheses: FR 2 407 925 (Smith Kline; appl. 27.9.1978; USA-prior. 2.1 1.1977). US 4 166 061 (Smith Kline; 28.8.1979; appl. 2.1 1.1977). use as antihyperlipidemic: US 3 969 508 (Smith Kline Corp.; 13.7.1976; appl. 27.1 1.1974). Formuhtion(s): tabl. 250 mg Trade Nume(s): F: Diflurex (Anphar); wfm Tilidine (Tilidate) ATC: N02AXO1 1Jse: analgesic, narcotic KN: 5 193 1-66-9 MF: CI7H,,NO2 MW: 273.38 EINECS: 243-774-7 CN: trans-2-(dimethylamino)-1-phenyl-3-cyclohexene-I-carboxylic acid ethyl ester hydrochloride RN: 27107-79-5 MF: C17H,,N0, . HCl MW: 309.84 EINECS: 248-226-0 LD,,,: 52 mgkg (M, i.v.1; 437 mglkg (M, p.0.); 74 mgkg (R, i.v.); 418 mgtkg (R, p.0.); 500 mglkg (dog, p.0.) croton- dimethyl- aldehyde amine Tilisolol hydrochloride T 2039 'cis,trans-tilidine" (I) Tilidine Reference(s): DE 1 518 959 (Godecke; appl. 19.1 1 .l965). DE 1 618 476 (Godecke; appl. 3.6.1967). DE 1618 482 (Godecke; appl. 23.6.1967). DE 1 768 704 (Godecke; appl. 2 1.6.1968). DAS 1 793 57 1 (Godecke; appl. 19.11.1965). DAS 1 907 909 (Godecke; appl. 17.2.1969). DOS 1 907 91 1 (Godecke; appl. 17.2.1969). DE 1923 620 (Godecke; appl 8.5.1969). US 3 557 126 (Warner-Lambert; 19.1.1971; D-prior. 19.1 1.1965, 8.6.1967, 23.6.1967,21.6.1968, 17.2.1969). Satzinger, G.: Justus Liebigs Ann. Chem. (JLACBF) 728,64 (1962). Formulation(s): cps. 50 mg; inj. sol. 100 mg; sol./drops 50 mgl0.72 ml; suppos. 75 mg (as hydrochloride in comb. with naloxone) Trade Name(s): D: Find01 (Mundipharma)- Tiligetic-saar . Valoron N (Godecke)- comb. (Azupharma)-comb. comb. with naloxone Griintin (Grhnentha1)- TIW-Puren (Isis Puren)- I: Analgesic (Isom); wfm comb. comb. Lucayan (Corvi); wfm Tilidalor (Hexa1)-comb. Valomerck (Merck Generika)-comb. Tilisolol hydrochloride (N-696) Use: antihypertensive and antiangina, P- adrenergic blocker RN: 155346-82-0 MF: Cl7H2,N2O3 . HC1 MW: 340.85 CN: (f)-4-[3-[(1,1 -Dimethylethyl)amino]-2-hydroxypropoxy]-2-methyl- 1 (2H)-isoquinolinone hydrochloride (2)- base RN: 85136-71-6 MF: CL7H24N203 MW: 304.39 1. ocetone, 55°C. 2h phthalic methyl anhydride N-methyl- glycinate methyl 2-[[(methoxy- carbonylmethyl)methyl- amino]corbonyl]benzoote (1) 2040 T Tiludronate disodium NaOCH3. CH30H NOOH. H20. A, @~3 NoOCH,, CH,OH , (k)-epichlaro- OH 0 0 H hydrin N-methyl- 4-hydroxy- isocorbostyril 4-(2,3-epoxypropy1)- tert-butylamine N-methylisocorbostyril (11) ( Tilisolol hydrochloride Rqference(s): GB 1 501 150 (Nisshin Flour Milling Co.; GB-prior. 11.7.1975) DE 2 631 080 (Nisshin Flour Milling Co.; appl. 9.7.1976; GB-prior. 11.7.1975). synthetic preparation of N-methyl-4-hydroxyisocarbostyril: Lombardino, J.G.: J. Heterocycl. Chem. (JHTCAD) 7 (5). 1057 (1970). synthetic preparation of phthalic acid monoamide diethyl esters: JP 57 054 152 (Nisshin Flour Milling Co.; J-prior. 18.9.1980). JP 0 108 595 (Nisshin Flour Milling Co.; J-prior. 2.9.1988). Formulation(s): tabl. 10 mg, 20 mg (as hydrochloride) Trade Name(s): J: Daim (Nisshin Flour MillingIMaruho) Selecal (Toyama) Tiludronate disodium ATC: M05~A05 (CI-TMBP; ME-3737; SR-41319; SR-41319B) Use: calcium regulator, antiarthritic, treatment of osteoporosis, bisphosphonate bone resorption inhibitor RN: 149845-07-8 MF: C7H7ClNa20,P2S MW: 362.57 CN: [[(4-chlorophenyl)thio]methylene]bis [phosphonic acid] disodium salt monohydrate RN: 155453-09-1 MF: C7H7ClNa20,P2S . H,O MW: 380.59 hemihydrate RN: 155453-10-4 MF: C7H7ClNa20,P,S . 112H20 MW: 743.16 free acid RN: 89987-06-4 MF: C7H9CI0,P2S MW: 318.61 . symptoms RN: 563 0-5 3-5 MF: C2,H2,02 MW: 312.45 EINECS: 22 7-0 6 9-1 CN: (7a,17a )-1 7-hydroxy-7-methyl-19-norpregn-5(1O)-en-20-yn-3-one Ticarcillin T 2033 7a-methylestr-5(10 )- ene-3,17-dione (I). RN: 3478 7-0 1-4 MF: CISHL6N206S2 MW: 384.43 EINECS: 25 2-2 1 3-5 CN: [2S-(2a,5a,6~(S*)) ]-6 -[ (carboxy-3-thienylacetyl)arnino ]-3 ,3-dimethyl-7-oxo-4-thia- 1- azabicyclo[3.2.0]heptane-2-carboxylic. 4-[ 3-hydroxy-3-phenyl- 3-( 2-thienyl)propyl ]-4 -methylmorpholinium iodide ol H3Cp + (CH~O), + L NH phenyl- 0 0 rnognesiurn 2-ocetyl- paraform- rnorpholine (11) 1 -0 xo-3-morpholino-