Trenbolone acetate T 209 1 2-chloro- semicorbozide 1.2.4-triozolo- pyridine [4,3-olpyridin- 3(2H)-one (I) Trozodone Reference(s): US 3 381 009 (Angelini Francesco; 30.4.1968; I-prior. 15.12.1965). DE 1 645 947 (Angelini Francesco; appl. 13.12.1966; I-prior. 15.12.1965,3.8.1966). Formulation(s): cps. 25 mg, 50 mg; f. c. tabl. 100 mg; tabl. 50 mg, 100 mg, 150 mg, 300 mg (as hydrochloride) Trade Name(s): D: Thornbran (Boehringer I: Trittico (Angelini) Restin (Kanebo) Ing.; 1977) J: Desyrel (Pharmacia & USA: Desyrel (Apothecon; 1982) F: Pragmarel (UPSA); wfm Upjohn) Tkenbolone acetate (Trienbolone acetate) ATC: A14 Use: anabolic RN: 101 61-34-9 MF: C2,1HM03 MW: 3 12.41 EINECS: 233-432-5 CN: (170)-17-(acety1oxy)estra-4,9,11-trien-3-one trenbolone RN: 10161-33-8 MF: C18H2202 MW. 270.37 178-benzoyloxy-3-chloro-5-0x0- acetic 4,s-seco-2,9(10)-estradiene anhydride (I) A 0 CH, 2092 T Trenbolone hexahydrobenzyl carbonate LiBr, Li2CO3, DMF - H3c lithium carbonote 3. I , pyridine b 1. tert-arnyl alcohol. sodium I Trenbolone acetate Reference(s): FR-M 1 958 (Roussel-Uclaf; appl. 13.7.1962). GB 1 035 683 (Roussel-Uclaf; valid from 19.4.1963; F-prior. 20.4.1962). Velluz, L. et al.: C. R. Hebd. Seances Acad. Sci. (COREAF) 257,569 (1963). starting material: Velluz, L. et al.: C. R. Hebd. Seances Acad. Sci. (COREAF) 250, 1084 (1960). alternative syntheses: Heker, M. et al.: Steroids (STEDAM) 10,211 (1967). US 3 453 267 (Roussel-Uclaf; 1.7.1969; F-prior. 3 1.12.1964,25.2.1965, 24.3.1965, 14.6.1965, 3.9.1965, 17.9.1965). use for treatment of varicose wounds: DOS 2 119 096 (Roussel-Uclaf; appl. 20.4.1971). F~rmulation(s): pellet 300 mg Trade Name(s): F: Finaject (Distrivet); wfm Finaplix (Distrivet); wfm Parabolan (Negma); wfm Trenbolone hexahydrobenzyl carbonate ATC: ~14 Use: anabolic RN: 23454-33-3 MF: C26H3404 MW: 410.55 EINECS: 245-669-1 CN: (17~)-17-[[(cyclohexylmethoxy)carbonyl]oxy]estra-4,9,ll-trien-3-one trenbolone cyclohexylrnethyl chloroformate Trenbolone hexahydrobenzyl corbonate Trengestone T 2093 Referencefs): FR-M 5 979 (Roussel-Uclaf; appl. 17.11.1966). Formulation(s): amp. 50 mg Trade Name(s): F: Hexabolan (Phartec); wfm Parabolan (Negma); wfm Trengestone ATC: GO3 Use: progestogen RN: 5192-84-7 MF: C2,H25C102 MW: 344.88 EINECS: 225-978-8 CN: (9~,1Oa)-6-chloropregna-1,4,6-triene-3,20-dione HCI, CHCI, perbenzoic acid CI CI NC CN _____, 2.3-dichloro-5.6- dicyono- 1.4- CI benzoquinone Reference (s): US 3 422 122 (North American Philips; 14.1.1969; prior. 7.10.1966,25.9.1964, 12.6.1962; GB-prior. 29.6.1964). BE 652 597 (Philips Gloeilampenfabrieken; appl. 2.12.1964; GB-prior. 29.6.1964). CI 0) Trade Name(s): USA: Retrone (Hoffmann-La Roche); wfm Trengestone lketinoin (Retinoic acid; Vitamin-A acid) ATC: DlOADOl; LOlXX14 Use: acne therapeutic, keratolytic RN: 302-79-4 MF: C2"H2,02 MW: 300.44 EINECS: 206-129-0 LD,,,: 92 mg/kg (M, i.v.1; 780 mglkg (M, p.0.); 78 mglkg (R, i.v.); 1960 mg/kg (R, p.0.) CN: (aII-E)-3,7-dimethyl-9-(2,6,6-trimethyl-l-cyclohexen-1-yl)-2,4,6,8-nonatetraenoic acid 2094 T Tretoquinol triphenyl- phosphine ethyl 3-formyl- crotonate vitomin A acid ethyl ester (II) I Tretinoin I (cf. retinol synthesis according to BASF) Reference(s): DE 1 035 647 (BASF; appl. 17.1.1957). US 3 006 939 (BASF; 31.10.1961; D-pnor. 17.1 .l957). Pommer, H.: Angew. Chem. (ANCEAD) 72,811 (1960); 89,437 (1977). Konlg, H. et a].: Arzneim Forsch. (ARZNAD) 24, 1184 (1974). Formulation(s): cream 25 mg/100 g, 50 mg/IOOg, 100 mg/100 g; cps. 10 mg; gel 25 mgI100 g, 50 mg/100 g; sol. 50 mg/100 ml, 100 mg/100 ml Trade Name(s): D: Cordes VAS (Ichthyol) Epi-Aberel (Janssen- Chemie) Eudyna (Knoll) Vesanoid (Roche) F: Aberel (Janssen-Cilag) Antibio-aberel (Janssen- Ci1ag)-comb. Effederm (CS) Isotrex (Stiefel) Kerlocal (Pierre Fabre) KCtrel (Biorga) Locacid (Pierre Fabre Dermatologie) Retacnyl (Galderma) Retin A (Janssen-Cilag) Retinova (Roc) Retitop (La Roche-Posay) Roaccutane (Roche) TrCtinoi'ne KCfrane (Roc) Vesanoid (Roche) GB: Retin-A (Janssen-Cilag) Retinova (Janssen-Cilag) Vesanoid (Roche) I: Airol (Roche) Apsor (ID1)-comb. Retin-A (Janssen-Cilag) Tretionina (Savoma) Vesanoid (Roche) J: Vesanoid (Nippon Roche) USA: Avita (Penederm) Renova (Ortho Dermatological) Retin-A (Ortho Dermatological) Vesanoid (Roche) Tretoquinol (Trimethoquinol) ATC: R03AC09; R03CC09 Use: bronchodilator RN: 30418-38-3 MF: CIPH2,N05 MW: 345.40 CN: (S)-l,2,3,4-tetrahydro- I-[(3,4,5-trimethoxyphenyl)methyl]-6,7-isoquinolinediol C Triamcinolone T 2095 hydrochloride RN: 18559-59-6 MF: C,,H,NO,. HC1 MW: 381.86 EINECS: 242-423-5 LD,,,: 120 mglkg (M, i.v.); 2250 mglkg (M, p.0.); 164 mglkg (R, i.v.); 2 g/kg (R, p.0.); 160 mg/kg (dog, i.v.) dopom~ne hydrochloride 3-(3.4,5-trimethoxy- (q 4 pheny1)glycidic acid sodium salt (+)-tartaric ocid ____, HO (+)-lretoquinol (I) 1 Tretoquinol GB 1 114 660 (Tanabe Seiyaku; appl. 5.12.1966; I-prior. 8.12.1965, 9.6.1966, 22.7.1966). ZA 6 802 416 (Tanabe Seiyaku; 11.9.1968; J-prior. 27.4.1967). Formulation(s): powder 1 %, tabl. 3 mg; vial 0.1 mg (as hydrochloride) Trade Name(s): I: Vems (ISF); wfm Vems (Searle); wfm J: Inolin (Tanabe) Triamcinolone ATC: AOlAC01; D07AB09; D07BB03; D07CBOI; D07XB02; H02ABO8; S01BA05; S02CA04 Use: glucocorticoid RN: 124-94-7 MF: C21H27F06 MW: 394.44 EINECS: 204-718-7 LD,,,: >4 gkg (M, s.c.); 99 mgkg (R, s.c.) CN: (1 1~,16a)-9-fluoro-l1,16,17,21-tetrahydroxypregna-1,4-diene-3,20-dione 2096 T Triamcinolone 1. SOCIZ, pyridine 2. KOH cortisol 21 -acetate ethylene glycol oso 4 osmium tetroxide pyridine . I1 acetic anhydride 0 H,C-CO-NH-Br. HCIO, CH3COOK Irl acetamide 0' (10 simplex hydrogen A IV fluoride 0 0 Triomcinolane OwoH I. Arthrobocter simplex (ATK 6946) do 2. Streptomyces raseachromogenes (~llC 13400) F H 0 fludrocortisone (q v.) Triamcinolone acetonide T 2097 Reference(s): a US 2 789 1 18 (American Cyanamid; 16.4.1957; prior. 30.3.1956). Bernstein, S. et al.: J. Am. Chem. Soc. (JACSAT) 78, 5693 (1956). Bernstein, S. et al.: J. Am. Chem. Soc. (JACSAT) 81, 1689 (1959). b US 3 536 586 (Squibb; 27.1 0.1970; prior. 25.1.1958). Forrnulation(s): tabl. 2 mg, 4 mg, 8 mg, 16 mg Trade Name(s): D: Berlicort (Berlin-Chemie) Ipercortis (AGIPS) Ledercort P8 (Wyeth- Delphicort Tabl. (Lederle) Kenacort-A Retard Lederle) Triam-oral4 (Sanorania) (Bristol-Myers Squibb) combination preparations Volon Tabl. (Bristol-Myers Ledercort (Wyeth-Lederle) J: Kenacort (Squibb-Sankyo) Squibb) Ledercort ,4110 (Wyeth- Ledercort (Lederle) GB: Ledercort (Lederle); wfm Lederle) USA: Aristocort (Fujisawa) I: Dirahist (Teofarma)-comb. Triamcinolone acetonide ATC: D07AB09 Use: glucocorticoid RN: 76-25-5 MF: C24H31F0, MW: 434.50 EINECS: 200-948-7 LD,,: 5 glkg (M, p.0.) CN: (1 lP.l6a)-9-fluoro-11.2 1 -dihydroxy- 16,17-[(I -methylethylidene)bis(oxy)Jpregna- 1,4-diene-3.20-dione triarncinolone acetone Triamcinolone acetonide Reference(s): US 2 990 401 (American Cyanamid; 27.6.1961; appl. 18.6.1958; prior. 11.3.1958). Bernstein, S. et al.: J. Am. Chem. Soc. (JACSAT) 81, 1689 (1959). Heller, M. et al.: J. Org. Chem. (JOCEAH) 26, 5044 (1961). Fried, J. et al.: J. Am. Chem. Soc. (JACSAT) 80,2338 (1958). Fomtulation(s): amp. 40 mglml; cream 1 mglg; ointment 1 mg/g; spray 3 mgl25 g; susp. 10 mglml, 40 mglml Trade Name(s): D: Arutrin (Chauvin ankerpharm) Berlicort (Berlin-Chemie) Delphicort CremeISalbe (I ~derle) Extracort Creme (Galderma) Kenalog (Bristol-Myers Squibb) Korticoid ratiopharm (ratiopharm) Triamcinolon Wolff (Wolff) Triam Creme Lichtenstein (Lichtenstein) Triamgalen (Pharmagalen) Triamhexal (Hexal) Triam-Injekt (Sanorania) Tri-Anemul (Medopharm) Volon (Bristol-Myers Squibb) Volonimat (Bristol-Myers Squibb) combination preparations F: Cidermex (Evans Medical)- comb. Corticotulle Lumkre (Solvay Pharma)-comb. Kenacort-retard (Bristol- Myers Squibb) Kenalcol (Bristol-Myers Squibb)-comb. Localone (Pierre Fabre Dermato1ogie)-comb. Mycolog (Bristol-Myers Squibb)-comb. Nasacort (Specia) Pevisone (Janssen-Ci1ag)- comb. 2098 T Triamcinolone benetonide GB: Adcortyl (Bristol-Myers Squibb) Audicort (Wyeth)-comb. Aureocort (Wyeth)-comb. Kenalog (Bristol-Myers Squibb) Nasacort (RhBne-Poulenc Rorer) Nystadermal (Bristol- Myers Squibb)-comb. Pevaryl TC (Janssen- Ci1ag)-comb. Tri-adcortyl (Bristol-Myers Squibb)-comb. 1: Assocort (Bristol-Myers Squibb)-comb. Aureocort (Wyeth- Leder1e)-comb. Kataval (Wyeth-Leder1e)- comb. Kenacort A Retard (Bristol- Myers Squibb) Ledercort A110 (Wyeth- Lederle) Neo-audiocort (Wyeth- Leder1e)-comb. Pevisone (Janssen-Ci1ag)- comb. J: Kenacort-A (Squibb- Sankyo) Ledercort N (Lederle) Rineton (Sanwa) Tricinolon (Toko Yakuhin Osaka) USA: Aristocort (Fujisawa) Myco-Triacet (Teva)-comb. Myrtrex F (Savage) Nasacort (RhBne-Poulenc Rorer) Tac-3 (Parnell) Triacet (Teva) Triamcinolone benetonide ATC: D07AB09; D07CBO1 Use: glucocorticoid RN: 3 1002-79-6 MF: C35H42FNOx MW: 623.72 ElNECS: 250-427-3 CN: (1 1 P, 16a)-21-[3-(benzoylamino)-2-methyl-l-oxopropoxy]-9-fluoro-l 1-hydroxy-l6,17-[(I- methylethylidene)bis(oxy)]pregna-1,4-diene-3,2O-dione Reference(s): DOS 2 047 218 (Sigma-Tau; appl. 25.9.1970; I-prior. 31.10.1969). triomcinolone acetonide 8-benzoylominoiso- Formulation(s): cream 0.075 % Triamcinolone benetonide Trade Name(s): F: Tibicorten (Stiefel); wfm I: Tibicorten F (Sigma-Tau)- comb.; wfm (9. v.) butyryl chlor~de . Triamcinolone diacetate ATC: AOlACOl; H02AB08 Use: glucocorticoid RN: 67-78-7 MF: C,,H3,FOx MW: 478.51 EINECS: 200-669-0 CN: (1 1 P,l6a)- 16,21-bis(acetyloxy)-9-fluoro-ll,l7-dihydroxypregna-l,4-diene-3,2O-dione Triamcinolone hexacetonide T 2099 1. SeO,, (CH3)$OH or 1. selenium dioxide, F H tert-butanol 0' 16a.21 -diacetoxy-1 1p,17- dihydroxy-3,20-dioxo-9- fluom-4-pregnene (cf. triorncinolone synthesis) Triarncinolone diacetate H2F2. CHCI3 ____* hydrogen fluoride Triarncinolone diacetate u 16a,21 -diacetoxy-3,20- dioxo-17-hydroxy-9p,llp- epoxy-1.4-pregnadiene (cf. triarncinolone synthesis) Reference(s): a1 DE 1 096 900 (American Cyanamid; appl. 1959; USA-prior. 1958). GB 835 836 (American Cyanamid; valid from 1958; USA-prior. 1957). a2 GB 824 351 (American Cyanamid; valid from 1956; USA-prior. 1956). b GB 851 501 (American Cyanamid; valid from 1958; USA-prior. 1957). Fortnulation(s): amp. 25 mg, 40 mg; susp 25 mglml, 40 mg/ml Trade Name(s): D: Delphicort (Lederle) F: TCdarol (Specia); wfm J: Ledercort inj. (Lederle) Delphimix (Leder1e)-comb. I: Ledercort (Cyanamid) USA: Aristocorte (Fujisawa) Triamcinolone hexacetonide ATC: AOlACOl Use: glucocorticoid RN: 5611-51-8 MF: C,,H,,FO, MW: 532.65 EINECS: 227-031-4 CN: (1 1 P,16a)-21-(3,3-dimethyI-l -oxobutoxy)-9-fluoro-I 1-hydroxy-16,17-[(I- methylethylidene)bis(oxy)]pregna- 1,4-diene-3.20-dione triamcinolone ocetonide (I) tert-butyl- Triarncinolone hexacetanide (4. v.) acetyl chloride 2100 T Triamterene pyridine tert-butylacetic anhydride Referencefs): DOS 2 317 954 (J. Zaklady Farm. "Polfa"; appl. 10.4.1973; P-prior. 21.4.1972). injection suspension: US 3 457 348 (American Cyanamid; 22.7.1969; prior. 27.6.1966). review: Zbinovsky, V.; Chrekian, G.P.: Anal. Profiles Drug Subst. (APDSB7) 6, 579 (1977). Formulation(s): amp. 5 mglml, 20 mglml Trade Name(s): D: Lederlon 5/20 (Lederle) F: Hexatrione longue durke GB: Lederspan (Wyeth) (Wyeth-Lederle) USA: Aristospan (Fujisawa) Triamterene ATC: C03DB02 Use: diuretic RN: 396-01-0 MF: C,,H,,N, MW: 253.27 EINECS: 206-904-3 LD,,: 25.077 mglkg (M, i.v.); 285 mglkg (M, p.0.); 400 mglkg (R, p.0.) CN: 6-phenyl-2,4,7-pteridinetriamine NaNOZ. CH3COOH 2. rnalono- nitrite NH2 NH2 guonidine nitrate 2,4.6-triomino- pyrimidine 5-nitraso-2.4.6- triorninopyrirnidine (I) benzyl cyanide I Triornterene I Reference(s): US 3 081 230 (Smith Kline & French; 12.3.1963; prior. 8.9.1960). Spickett, R.G.W.; Timmis, G.M.: J. Chem. Soc. (JCSOA9) 1954, 2887. FR-M 1 014 (Smith Kline & French; appl. 5.1 1.1960). 5-nitroso-2,4,6-triaminopyrimidine: Sato et al.: Nippon Kagaku Zasshi (NPKZAZ) 72,866 (1951). improved method: US 4 145 548 (Henkel; 20.3.1979; D-prior. 12.1 1.1976). DOS 2 65 1 794 (Henkel; appl. 12.1 1.1976). . 6 1-3 4-9 MF: C2,1HM03 MW: 3 12.41 EINECS: 23 3-4 3 2-5 CN: (170 )-1 7-( acety1oxy)estra-4,9,11-trien-3-one trenbolone RN: 1016 1-3 3-8 MF: C18H2202 MW. 270.37 178-benzoyloxy-3-chloro- 5-0 x 0-. CN: (1 1 P,16a )-2 1-( 3,3-dimethyI-l -oxobutoxy )-9 -fluoro-I 1-hydroxy-16,1 7-[ (I- methylethylidene)bis(oxy)]pregna- 1,4-diene-3.20-dione triamcinolone ocetonide (I) tert-butyl- Triarncinolone. 16a )-2 1-[ 3-( benzoylamino )-2 -methyl-l-oxopropoxy ]-9 -fluoro-l 1-hydroxy-l6,1 7-[ (I- methylethylidene)bis(oxy)]pregna-1,4-diene-3,2O-dione Reference(s): DOS 2 047 218 (Sigma-Tau; appl. 25.9.1970; I-prior. 31.10.1969).