Lvmecvcline L 1201 Trade Name(s): J: Loxonin (Sankyo; 1986) Lymec ycline ATC: JOIAAO~ Use: antibiotic RN: 992-21-2 MF: C2,H,,N4010 MW: 602.64 EINECS: 213-592-2 LD,,: 1 8 1 mgkg (M, i.v.) CN: [4S-(4a,4aa,5aa,6~,12aa)]-Nh-[[[[4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a- pentahydroxy-6-methyl- 1,ll -dioxo-2-naphthacenyl]carbonyl]amino]methyl]-~-lysine tetracycline Reference(s): form- L-lysine aldehyde Lymecycline DE 1 134 07 1 (Carlo Erba; appl. 7.1 1.1960; I-prior. 23. US 3 042 716 (Pfizer; 3.7.1962; appl. 4.12.1961). Formulation(s): cps. 150 mg, 300 mg (calculated as tetracycline) Trade Name(s): F: Tetralysal (Galderma) Lisinbiotic Stiltetra (Ellea); wfm GB: Tetralysal (Galderma) (Farmacosmici); wfm Tetralysal (Erba); wfm I: Ciclisin (Fabo); wfm Lisinciclina (Biotrading); Tralisin (Firma); wfm wfm J: Tetralysal (Fujisawa) Lynestrenol ATC: G03AC02; G03DC03 Use: progestogen (in comb. with estrogen as oral contraceptive) RN: 52-76-6 MF: C2,,H2,0 MW: 284.44 EINECS: 200-151-4 CN: (17a)-19-norpregn-4-en-20-yn- 17-01 nandrolone ethane- (q v.) 1,2-dithiol 1202 L Lynestrenol 178-hydroxy- 4-estrene (I) CrO,, CH,COOH ___, acetylene, potassium tert-butylate 17-0x0-4- estrene Referenceis): GB 841 41 1 (Organon; appl. 2.4.1958; NL-prior. 10.4.1957). alternative svntheses: GB 875 549 (Organon; appl. 31.12.1959; NL-prior. 13.1.1959). US 2 878 267 (Organon; appl. 16.4.1958; NL-prior. 1.5.1957). Formulation(s): tabl. 0.5 mg, 1 mg, 5 mg (in combinations) Trade Nameis): D: Exlutona (Organon) Physiostat (Organon) Linseral (Prater)-comb.; Orgametril (Organon) comb. wfm numerous generics and GB: Minilyn (Organon)-comb.; Lyndiol (Ravasini combination preparations wfm Organon)-comb.; wfm F: Exluton (Organon) I: Franovul (Francia Farm.)- J: . o-Lyndiol (Organon- Orgametril (Organon) comb.; wfm Sankyo)-comb. Ovanon (Organon)-comb. Mabuprofen M 1203 Mabuprofen (Aminoprofen; AU-7801) ATC: MOl AE; M02A Use: topical anti-inflammatory RN: 82821-47-4 MF: C,,H2,NO2 MW: 249.35 EINECS: 280-048-9 LD,,,: 2828 mgtkg (M, s.c.) CN: N-(2-hydroxyethyl)-a-methyl-4-(2-methylpropyl)benzeneacetamide 1. SOCI, 2. H2NeOH, K2C03 b H3C 1. thionyl chloride 2. ethanolamine (n) ibuprofen (I) (q.v.) H3C Mabuprofen 11, l0O0C Mabuprofen a DE 3 121 595 (Calzada; appl. 30.5.1981; E-prior. 10.3.1981). Zhang, D.; Ji, H., Yang, S.: Zhongguo Yiyao Gongye Zazhi (ZYGZEA) 25 (12), 535 (1994). b ES 2 028 601 (Prodesfarma S. A.; appl. 4.2.1991; E-prior. 4.2.1990). ES 2 007 236 (Laboratoio Aldo-Union S. A.; appl. 16.6.1988). c ES 2 023 585 (Prodesfarma S. A.; appl. 17.10.1990). Formulation(s): pump spray 10 % Trade Name(s): E: Aldospray Analgesic0 Formix (Lab. Padro; 1990) (Aldo Union; 1989) Sedaspray (Lusi; 1989) Mabuterol ATC: R03 Use: bronchodilator RN: 56341 -08-3 MF: C,,H18CIF3N20 MW: 3 10.75 CN: 4-amino-3-chloro-a-[[(1,l-dimethylethyl)amino]methyl]-5-(trifluorometl~yl)benzenemethanol 1204 M Mafenide 88 H3C 0 CH3 12. NoHCOJ 2. CuCN , H2N iodine H2N 2. cupraus CF3 CF3 cyanide CF3 methyl- fluoromethyl- aniline aniline 1. SO2CI2 NaOti qCooH 2 SOCI, 1 + H2N 1. sulfuryl CF3 chloride CF3 4-omino-3-tri- 2. thionyl (11) fluoromethyl- chloride benzoic acid 1. Mg. C2H,0H 2. H2S0,. HzO 2. H2N?h3 CH3 , Ill . 1. bromine CF3 2. tert-butyiomine diethyl molonote sodium CF3 borohydride (w Mabuterol Reference(s): Keck, J. et al.: Arzneim-Forsch. (ARZNAD) 34 (11), 1612 (1984). Formulation(s): tabl. 0.05 mg Trade Narne(s): J: Broncholin (Kaken) Mafenide ATC: D06BA03; GO1 AEOl Use: chemotherapeutic RN: 138-39-6 MF: C7H,,,N202S MW: 186.24 EINECS: 205-326-9 CN: 4-(aminometh y1)benzenesulfonamide acetate RN: 13009-99-9 MF: C7HION202S . C2H402 MW: 246.29 hydrochloride RN: 138-37-4 MF: C7H,,N2O,S . HCl MW: 222.70 Magaldrate M 1205 Sulfatolamide RN: 1 161 -88-2 MF: C7H,,N20,S . C7H,N,0,S, MW: 417.54 EINECS: 214-600-7 CN: 4-amino-N-(aminothioxomethyl)benzenesulfonamide compd. with 4-(aminomethyl)benzenesulfonamide acid N-benzyl- 4-(acetamidomethyl)- Mafenide (I) acetamide benzenesulfonamide I. CISO~H O\\ ,NH, 2. NH3 NaOH HS + H3Cy#3 - H3CyN , 0 sulfanic 0 sulfathioureo I Sulfatolomide I HzN 0 Reference (s): mafenide: DRP 726 386 (I. G. Farben; appl. 1939). US 2 288 531 (Winthrop; 1942; D-prior. 1939). sulfathiourea: FR 913 920 (RhBne-Poulenc; appl. 1942). sulfatolamide: US 2 696 454 (Schenley Ind.; 1954; CH-prior. 1949). DE 836 350 (Bayer; appl. 1944). Formulation(s): cream 8.5 %, 11.2 gI100 g (as acetate); eye drops 2.5 mglg, 5 % (as propionate) Trade Name(s): D: Combiamid (Winzer; as F: Anafluose (Guillaumin et J: Paramenyl (Takeda) hydrochloride) Hales; as mafenide)-comb.; USA: Sulfamylon (Dow Hickam; Marbaletten (Bayer; as wfm as acetate) sulfatolamide); wfm GB: Sulfamylon (Winthrop; as Napaltan (Winthrop; as mafenide); wfm mafenide); wfm Sulfomyl (Winthrop); wfm Magaldrate ATC: A02AD02 Use: antacid RN: 74978-16-8 MF: A15H,,Mg,o0,,S2 . xH20 MW: unspecified CN: aluminum magnesium hydroxide sulfate (A15Mg,,(OH),,(S0,),) hydrate 1206 M Malotilate AICI, is treated with NaOH (mole ratio 1:6) to yield an aqueous sodium aluminate solution, 1.2 mole MgSO, (in aqueous solution) are added, the precipitate is washed and dried. Reference(s): US 2 923 660 (Byk Gulden; 2.2.1960; D-prior. 5.8.1955). Formulation(s): chewing tabl. 400 mg, 800 mg; gel 80 mg, 800 mg; susp. 540 mg, 800 mg; tabl. 400 mg, 480 mg Trade Name(s): D: Riopan (Byk Gulden; I: Riopan (Byk Gulden) generics; wfm Roland) USA: Riopan (Ayerst); wfm Malotilate Use: liver therapeutic, hepatoprotectant RN: 59937-28-9 MF: C12H1604S2 MW: 288.39 EINECS: 261-987-3 LD,,,: 729 mg/kg (M, i.v.); 3120 mg/kg (M, p.0.); 2065 mglkg (R, p.0.) CN: 1.3-dithiol-2-ylidenepropanedioic acid bis(1-methylethyl) ester carbon 1,2-dibrorno- 2.thioxo-1 ,3- dicarboxylote disulfide (I) ethane dithiolone '3- iodide (In) dimethyl 2-thioxo- 2-thiaxo-1,3- 2-rnethylthio- 1.3- 1.3-dithiole-4.5- dithiole-4.5-di- dithioliurn dicorboxylote (11) corboxylic ocid iodide (N) diisopropyl rnolonote Molotilote 1 Manidipine M 1207 alternative synthesis of 2-methylthio-l,3-dithioliurn iodide (IV): acetylene 1,3-dithiole- 2-thione Reference(s): DOS 2 545 569 (Nihon Nohyaku; appl. lO.lO.1975; J-prior. 18.10.1974,22.10.1974). US 4 035 387 (Nihon Nohyaku; 12.7.1977; J-prior. 18.10.1974, 22.10.1974). n~edical use against liver diseases: DOS 2 625 012 (Nihon Nohyaku; appl. 3.6.1976; USA-prior. 6.6.1975). FR 2 313 037 (Nihon Nohyaku; appl. 4.6.1976; USA-prior. 6.6.1975). 2-thioxo- 1,3-dithiolane: Fujinami, T. et al.: Bull. Chem. Soc. Jpn. (BCSJAS) 55, 1174 (1982). dimethyl 2-thioxo-1,3-dithiole-4,s-dicarboxylate: Gorgues, A. et a].: J. Chem. Soc., Chem. Commun. (JCCCAT) 1983,405. O'Connor, B.R.; Jones, EN.: J. Org. Chem. (JOCEAH) 35, 2002 (1970). alternative synthesis of 2-thioxo-l,3-dithiolane: Mayer, R. et al.: Angew. Chem. (ANCEAD) 76, 143 (1964). Formulation(s): tabl. 200 mg Trade Name(s): J: Kantec (DaiichiINihon Nohyaku) Manidipine (Franidipine) ATC: C02DE; CORCAI I Use: calcium antagonist, antihypertensive RN: 89226-50-6 MF: C3,H,,N40, MW: 610.71 CN: 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid 2-[4-(diphenylmethy1)-1- piperazinyllethyl methyl ester dihydrochloride RN: 89226-75-5 MF: -C3,H3,N40, .2HCI MW: 683.63 LD,,: 62.2 mgkg (Mm, i.v.); 68 mgkg (Mf, i.v.); 190 mgkg (Mm, p.0.); 171 mgkg (Mf, p.0.); 387 mglkg (Mm, s.c.); 340 mgkg (Mf, s.c.); 66.5 mglkg (Rm, i.v.); 48.8 mglkg (Rf, i.v.); 247 mglkg (Rm, p.0.); 156 mglkg (Rf, p.0.); 222 mgkg (Rm, s.c.); 199 mgkg (Rf, s.c.) HO-N? + Brg 5 CNH / 2-(1 -piperazinyl)- diphenyl- 2-(4-diphenylmethyl-1- ethanol methyl bromide piperazinyl)ethanol (I) 1208 M Maprotiline diketene 2-(4-diphenylmethyl-1 piperaziny1)ethyl acetoacetate (11) aldehyde I Manidipine CHO H,C" " + bN02 0 methyl 3-amino- crotonate 3-nitrobenz- Reference(s): EP 94 159 (Takeda; appl. 15.4.1983; J-prior. 10.5.1982). H medical use as anti-arteriosclerotic: JP 1 022 017 (Takeda; appl. 9.7.1984). Formulation(s): tabl. 5 mg, 10 mg, 20 mg (as dihydrochloride) Trade Nanze(s): J: Calslot (Takeda; 1991) Maprotiline ATC: N06AA21 Use: antidepressant RN: 10262-69-8 MF: C2,H2,N MW: 277.41 EINECS: 233-599-4 LD,,,: 3 1 mgkg (M, i.v.); 660 mglkg (M, p.0.); 38 mgkg (R, i.v.); 760 mglkg (R, p.0.) CN: N-methyl-9,1O-ethanoanthracene-9(1OH)-propanamine hydrochloride RN: 10347-81-6 MF: C2,H2,N. HC1 MW: 313.87 EINECS: 233-758-8 LD,,: 31 mgkg (M, i.v.); 480 mglkg (M, p.0.); 35 mglkg (R, i.v.); 760 mglkg (R, p.0.) 0 anthrone Zn. NH40H . 3-(9-anthryl)- propionic acid (11) Maruyama M 1209 LiAIH4 , &OH S0Cl2 11 / / lithium thionyl olonote chloride 9-(3-hydroxy- H,C-NH, A'" methylornine (111) 50 otm, 150 "C. 24 h + H2C=CH2 -b 9-(3-methylomino- ethylene (V) propyl)onthrocene (N) Moprotiline L olonote Reference(s): DE 1 518 691 (Ciba; appl. 16.12.1965; CH-prior. 23.12.1964). CH 467 237 (Ciba; appl. 23.12.1964). CH 467 747 (Ciba; appl. 23.12.1964). Formulation(s): amp. 25 mg (as hydrochloride); f. c. tabl. 10 mg, 25 mg, 50 mg, 75 mg Trade Narne(s): D: Depr~lept (Promonta Psymion (Desitin) J: Ludiomil (Novartis; as Lundbeck) F: Ludiomil (Novartis; as hydrochloride) Ludiomil (Novartis; as hydrochloride) USA: Ludiomil (Novartis; as hydrochloride) GB: Ludiomil (Novartis; as hydrochloride); wfm Mapro-Gry (GRY)Maprolu hydrochloride) generics (Neuro Hexal) I: Ludiomil (Novartis; as Mirpan (Dolorgret) hydrochloride) Maruyama (2- 100) ATC: L03A Use: immunostimulant adjuvant in radiation-induced leucopenia RN: 64060-36-2 MF: unspecified MW: unspecified CN: Z 100 (polyester) Extraction of Mycobacterium tuberculosis Aoyama B. with hot water. Reference(s): JP 8 094 247 (C. Maruyama; appl. 7.10.1980). DE 3 048 699 (C. Maruyama; appl. 23.12.1980). GB 2 088 399 (C. Maruyama; appl. 28.11.1980). DE 3 407 823 (Zeria; appl. 2.3.1984; J-prior. 4.3.1983). US 4 746 51 1 (Zeria; 24.5.1988; appl. 28.7.1986; prior. 2.3.1984; J-prior. 4.3.1983). 1210 M Mazaticol Formulation(s): amp. 20 pg Trade Nameis): J: Ancer 20 (2- 100) (Zeria; 1991) Mazaticol ATC: N04AA10 Use: antiparkinsonian, muscle relaxant RN: 42024-98-6 MF: C,,H2,N0,S2 MW: 405.58 CN: exo-a-hydroxy-a-2-thienyl-2-thiopheneacetic acid 6,9,9-trimethyl-9-azabicyclo[3.3.l]non-3-y1 ester hydrochloride RN: 32891-29-5 MF: C2,H2,N0,S2 . HCl MW: 442.04 LD,,: 20.2 mglkg (M, i.v.); 263 mglkg (M, p.0.); 12.9 mglkg (R, Lv.); 1 182 mglkg (R, p.0.) Referenceis): DOS 2 026 462 (Tanabe Seiyaku; appl. 29.5.1970; J-prior. 8.10.1969). US 3 673 195 (Tanabe Seiyaku; 27.6.1972; prior. 25.5.1970). Yoneda, N. et al.: Chem. Pharm. Bull. (CPBTAL) 20,476 (1972). 6,6,9-trimethyl- methyl di(2- Fornlulation(s): tabl. 4 mg (as hydrochloride) Mozoticol Trade Nameis): J: Pentona (Tanabe) 9-ozobicyclo- thienyl)glycolote [3.3.l]nonon-3j3-ol Mazindol ATC: A08AA05 Use: appetite depressant RN: 22232-71-9 MF: C,,H13CIN20 MW: 284.75 EINECS: 244-857-0 LD,,,: 44.8mg/kg(M,p.o.); 36.3 mglkg (R, p.0.) CN: 5-(4-chlorophenyl)-2,5-dihydro-3H-imidazo[2,l-a]isoindol-5-ol . 1,2-dibrorno- 2.thioxo-1 , 3- dicarboxylote disulfide (I) ethane dithiolone ' 3- iodide (In) dimethyl 2-thioxo- 2-thiaxo-1, 3- 2-rnethylthio- 1. 3- 1.3-dithiole-4. 5- dithiole-4.5-di-. contraceptive) RN: 5 2-7 6-6 MF: C2,,H2,0 MW: 284.44 EINECS: 20 0-1 5 1-4 CN: (17a )-1 9-norpregn-4-en-20-yn- 1 7-0 1 nandrolone ethane- (q v.) 1,2-dithiol 1202 L Lynestrenol 178-hydroxy- 4-estrene (I). relaxant RN: 4202 4-9 8-6 MF: C,,H2,N0,S2 MW: 405.58 CN: exo-a-hydroxy-a-2-thienyl-2-thiopheneacetic acid 6,9,9-trimethyl-9-azabicyclo[3.3.l]non-3-y1 ester hydrochloride RN: 3289 1-2 9-5 MF: C2,H2,N0,S2