Proligestone P 1721 Trade Name(s): D: Malarone (Glaxo Savarine (Zeneca)-comb. 1: Paludrine (Zeneca) Wellcome) GB: Malarone (Glaxo Paludrine (Zeneca) Wellcome)-comb. F: Paludrine (Zeneca) Paludrine (Zeneca) Proligestone ATC: G03DB Use: progestogen RN: 23873-85-0 MF: C24H3404 MW: 386.53 EINECS: 245-922-6 CN: 14,17-[propylidenebis(oxy)]pregn-4-ene-3,20-dione Reference(s): Sijde, D. van der et al.: J. Med. Chem. (JMCMAR) 15,909 (1972). ZA 681 592 (Koninkl. Nederl. Gist & Spiritusfabriek; appl. 22.2.1968; NL-prior. 13.3.1967). 14.17-dihydroxy- propionaldehyde starting material: Cooley, G. et al.: Tetrahedron Suppl. (TETSAE) 7,325 (1966). Proligestone Forrnulation(s): vial 100 mg/ml progesterane (from Reichstein S) Trade Name(s): GB: Delvosteron (Mycpfarm); wfm Prolintane ATC: N06BX14 Use: analeptic, central stimulant, depressant RN: 493-92-5 MF: C,,H,,N MW: 217.36 EINECS: 207-784-5 LDS,,: 157 mglkg (R, p.0.) CN: 1-[I-(phenylmethyl)butyI]pyrrolidine hydrochloride RN: 121 1-28-5 MF: C,5H,,N . HCI MW: 253.82 EINECS: 214-917-0 LDS,: 25 mgkg (M, i.v.); 230 mglkg (M, p.0.); 40 mgkg (R, i.v.); 278 mg/kg (R, p.0.) 1722 P Prolonium iodide Rqference(s): DE 1 088 962 (Thomae; appl. 1956). DE 1 093 799 (Thomae; appl. 1957; addition to DE 1 088 962). H HZ, PtOZ or Roney-Ni Formulatinn(s): drg. 10 mg 2-0x0-1 -phenylpentane pyrrolidine Trade Name(s): D: Katovit (Thomae)-comb.; Prornotil (Boehringer Ing.); I: Villescon-Fher (Boehringer wfm wfm Ing.); wfm F: Promotil (Badrial); wfrn GB: Villescon (Boehringer 1ng.)-comb.; wfrn - Prolintone Prolonium iodide ATC: H03CA Use: thyroid therapeutic RN: 123-47-7 MF: C9H2,12N20 MW: 430.1 1 EINECS: 204-630-9 CN: 2-hydroxy-N,N,N,N,N,N-hexamethyl-l,~ropanediaminium diiodide omine propanol L '73 H,C?? OH YH3cH3 N I- N~N,+ r- H~C/ 'CH, / H N H,C/ 'CH~ H3C CH3 iodide tr~methyl- 1.3-diiodo-2- dirnethyl epichlorohydrin 1.3-bis(dimethylamin0)- omine 2-propanol H3C CH3 Prolonium iodide Reference(s): US 1 526 627 (Baycr; 1925; prior. 1924). Formulation(s): amp. 400 mgl2 ml; drg. 25 rng, 50 mg, 100 mg; drops 20 mglml; susp. 50 mg15 ml; vial 50 mglml Trade Name(s): D: Endojodin (Bayer); wfm Jodopropano Trijodina (Lafare); wfm I: Endojodo (Cozzolino); (Farmochimica Ital.); wfm IJSA: Entodon (Winthrop); wfm wfm Neoiodorsolo os Intrajodina (Gentili); wfm (Baldacci)-comb.; wfm Promazine P 1723 Promazine ATC: NO5AAO3 Use: neuroleptic, anti-emetic, antipsychotic RN: 58-40-2 MF: C,7H2,N2S MW: 284.43 EINECS: 200-382-0 LD,,: 45 mgkg (M, i.v.); 40 1 mglkg (M, p.0.); 14.5 mg/kg (R, i.v.); 350 mglkg (R, p.0.) CN: N,N-dimethyl-l OH-phenothiazine- 10-propanamine monohydrochIoride RN: 53-60-1 MF: C,7H2,N,S. HC1 MW: 320.89 EINECS: 200-179-7 LD,,: 38 mgkg (M, i.v.); 29 mag (R, i.v.); 400 mglkg (R, p.0.) maleate (2:l) RN: 4701-69-3 MF: CL7H2,N2S . 1/2C4H404 MW: 684.93 phosphate RN: 1508-27-6 MF: C,,H2,N2S . xH,04P MW: unspecified LD,: 60 mgkg (M , i.v.); 350 mag (R, p.0.) omide phenothiozine 3-dimethylomino- propyl chloride Reference(s): US 2 519 886 (RhGne-Poulenc; 1950; F-prior. 1945). DE 824 944 (RhBne-Poulenc; appl. 1950; F-prior. 1945). Wirth, W.: Arzneim Forsch. (ARZNAD) 8, 507 (1958). Promozine Formulation(s): amp. 20 mglml, 50 mgll ml, 100 mg/2 ml; drg. 25 mg, 50 mg, 100 mg; f. c. tabl. 25 mg; susp. 50 mg/ml (as hydrochloride) Trade Name(s): D: Protactyl (Wyeth) GB: Sparine (Wyeth) J: Savamine (Banyu) Sinophenin (Rodleben) I: Talofen (Fournier Pierrel) USA: Sparine (Wyeth); wfm Promegestone ATC: G03DB07 Use: progestogen RN: 34184-77-5 MF: C2,H3,02 MW: 326.48 CN: (17(3)-17-methyl-17-(1-oxopropyl)estra-4,9-dien-3-one 1724 P Promestriene estrone 3- ethylidene- methyl ether triphenyl- phosphorone LiNH2 & H3 + r-cH3 + lithium HC ,IH I- "0 ornide 3-methoxy-20-0x0-19- methyl norpregno-1.3.5(1 O), 16- iodide tetraene (I) Li. NH,. C2H50H n + lithium acetic acid CrO,. HZS04 111 b chromium trioxide Prornegestone DOS 2 107 835 (Roussel-Uclaf; appl. !8.2.l97 1; F-prior. 20.2.1970). US 3 679 7 14 (Roussel-1 Jclaf; 25.7.1972; F-prior. 20.2.1970). US 3 761 591 (Roussel-Uclaf; 25.9.1973; F-prior. 20.2.1970). synrhcsis of 3-methoxy-20-0x0- 19-norpregna- 1,3,5(10), 16-tetraene: Krubiner, A.M.; Oliveto, E.P.: J. Org. Chem. (JOCEAH) 31, 24 (1966). Krubiner, A.M. et al.: J. Org. Chcm. (JOCEAH) 34, 3502 (1969). Formulation(s): tabl. 0.125 mg, 0.25 mg. 0.5 mg Trade Name(s): F: Surgestone (Cassenne) Promestriene ATC: G03CA09 Use: estrogen RN: 39219-28-8 MF: C22H3202 MW: 328.50 EINECS: 254-361-6 CN: (17~)-17-methoxy-3-propoxyestra-1,3,5(10)-triene Promethazine P 1725 NaOC2H5 + H3C-Br sodium H3C*0 HO ethylate estradial propyl bromide (4. v.) Reference(s): DE 2 215 499 (Sogeras; appl. 29.3.1972; GB-prior. 21.4.1971). dimethyl sulfonyl Fomulation(s): cream 1 %; vaginal cps. 10 mg Pramestriene Trade Name(s): F: Colposeptine (Th6ramex)- Colpotrophine (ThCramex) comb. I: Colpotrophine (Schering) sodium Promethazine ATC: D04AA10; R06AD02 Use: antihistaminic, sedative RN: 60-87-7 MF: CI7HmN2S MW: 284.43 EINECS: 200-489-2 LD,,: 40 mglkg (M, i.v.); 326 mglkg (M, p.0.); 45 mgkg (R, i.v.) CN: N,N,a-trimethyl- 1 OH-phenothiazine- 10-ethanamine monohydrochloride RN: 58-33-3 MF: C,7-H20N,S . HC1 MW: 320.89 EINECS: 200-375-2 LD,,: 50 mgkg (M, i.v.); 255 mg/kg (M, p.0.); 15 mgkg (R, i .v.) phenothiozine 2-chloro-N.N- dimethyl-1 - propanamine Prornethazine u Formulation(s): amp. 56 mg12 ml; f. c. tabl. 25 mg; drg. 25 mg; drops 20 mglml; suppos. 12.5 mg, 25 mg, 50 mg; syrup 1 mglml, 5.65 mg; tabl. 12.5 mg, 25 mg, 50 mg (as hydrochloride) 1726 P Propacetamol Trade Name($): D: Atosil (Bayer Vital) Eusedon (Krewel Meuselbach) Promethawern (Pharma Wernigerode) Promethazin-neuraxpharm (neuraxpharm) Prothazin (Rodleben) F: Algotropyl prornkthazine (Thera France)-comb. FluisCdal (Elert6)-comb. PaxCladine noctCe (Beaufour)-comb. Phknergan (Evans Medical) Rhinathiol promCthazine (SynthC1abo)-comb. Tussisedal (E1erte)-comb. GB: Avomine (RhGne-Poulenc Rorer) Parmergan P 100 (Martindale)-comb. Phenergan (Rh6ne-Poulenc Rorer) Sominex (Seton) I: Allerfen (Sella) Duplamin (Bruschettini)- comb. Fargan (Carlo Erba) Farganesse (Pharmacia & Upjohn) Fenazil (Sella) Prometazina (Dynacren) Prometazina Cloridrato (Ecobi) generics and combination preparations I: Hiberna (Yoshitorni) Pipolphen (Nakataki) Prothia (Kanto) Pyrethia (Shionogi) USA: Mepergan (Wyeth-Ayerst) Phenergan (Wyeth-Ayerst) gencrics and combination preparations Propacetamol ATC: N02BE05 Use: analgesic (paracetamol prodrug) RN: 66532-85-2 MF: C14H20N203 MW: 264.33 EINECS: 266-390-1 CN: N,N-diethylglycine 4-(acetylamino)phenyI ester munuhydrochloride RN: 66532-86-3 MF: C,,H,,N,O, . HCI MW: 300.79 EINECS: 266-391-7 4-hydroxyocet- chloroocetyl p-acetomidophenyl onilide chloride chloroocetote (I) Reference(s j: BE 854 376 (Hexachimie, appl. 9.5.1977). DE 2 721 987 (Hexachimie; appl. 14.5.1977). US 4 127 671 (Hexachimie; 28.1 1.1978; prior. 26.5.1977). dieihyl- synthesis of p-acetamidophenyl chloroacetate: Dittert, L.W. et al.: J. Pharm. Sci. (JPMSAE) 57, 774 (1968). Propoceiarnol Furmulurion(s): amp. 1 g (as hydrochloride) omine J Trude Name(s): F: Pro-Dafalgan (UPSA) Propafenone P 1727 Propafenone ATC: COlBC03 Use: antiarrhythmic RN: 54063-53-5 MF: C2iH27N0, MW: 341.45 EINECS: 258-955-6 LD,,: 440 mglkg (M, p.0.) CN: 1-[2-[2-hydroxy-3-(propylamino)propoxy]phenyl]-3-phenyl-l-propanone hydrochloride RN: 34183-22-7 MF: CzlHZ7NO, . HC1 MW: 377.91 EINECS: 251-867-9 LD,,: 25 mgkg (M, i.v.); 341 mglkg (M, p.0.); 18.8 mglkg (R, i.v.); 700 mglkg (R, p.0.); 10 mgkg (dog, i.v.) 1-(2-hydroxyphenyl)-3- epichlorohydrin phenyl-1 -proponone propylomine Propofenone Reference(s): DE 2 001 43 1 (Helopharm; appl. 6.1.1970). GB 1 307 455 (Helopharm; appl. 7.7.1971). US 4 474 986 (BASF; 2.10.1984; appl. 18.3.1983; D-prior. 19.3.1982). Formulation(s): amp. 70 mg120 ml; drg. 10 mg; f. c. tabl. 150 mg, 300 mg; USA: tabl. 150 mg, 225 mg, 300 mg (as hydrochloride) Trade Name(s): D: Cuxafenon (TAD) Rytrnonorm (Knoll; 1978) F: Rythmol (Knoll; 1985) Propafen-BASF (BASF Tachyfenon (ASTA Medica I: Pro-effekalgan imiv Generics) AWD) (Upsamed~ca) Propa Sanorania various generics and J: Pronon (Yamanouchi) (Sanorania) combination preparations USA: Rythmol (Knoll) Propallylonal ATC: N05C Use: hypnotic RN: 545-93-7 MF: Ci,H,,BrN20, MW: 289.13 EINECS: 208-896-7 LD,,: 90 mgkg (R, s.c.) CN: 5-(2-bromo-2-propeny1)-5-(1-methylethyl)-2,4,6(1H.3H,5H)-pyrimidinetrione 1728 P Propanidid C H 2 CH30 2,3-dibroma- 5-isopropyl- Propallylonal propene barbituric acid Rqference(s): US 1 622 129 (Riedel AG; 1927; D-prior. 1923). DRP 481 733 (Riedel-deHaen; appl. 1923). DRP 482 841 (Riedel-deHaen; appl. 1923). DRP 485 832 (Riedel-deHaen; appl. 1923). Formulation(s)c tabl. 200 mg Trade Name(s): D: Noctal (Cassella-Riedel); Noctal (UCB); wfm wfm J: Noctenal (Boehringer-Uji) Propanidid ATC: NOlAXO4 Use: anesthetic RN: 1421-14-3 MF: C,,H2,N05 MW: 337.42 EINECS: 215-822;7 LD,,,: 1 13 mglkg (M, i.v.); 81 mgkg (R, i.v.); >I0 glkg (R, p.0.); 80 mgkg (dog, i.v.) CN: 4-[2-(diethylamino)-2-oxoethoxy]-3-methoxybenzeneacetic acid propyl ester ~O-CH~ H3C-Nf'C~ + No0 / 4 0 0, CH3 N.N-diethylchloro- propyl hornovanillate acetamide sodium salt HC N 3 - y-0 0 0, CH3 Propanidid Rcference(s): DE 1 134 981 (Bayer; appl. 6.5.1960). Formulation(s): amp. 1.5 gl30 ml, 500 mg/10 ml Trade Name(s): D: Epontol (Bayer); wfm GB: Epontol (Bayer); wfm J: Epontol (Bayer) F: Epontol (ThCraplix); wfm I: Epontol (Bayer); wfm Propantheline bromide ATC: A03AB05 Use: antispasmodic, anticholinergic RN: 50-34-0 MF: C,,H,,BrNO, MW: 448.40 EINECS: 200-030-6 LD,,,: 6400 pgkg (M, i.v.); 445 mgkg (M, p.0.); 4 mgkg (R, i.v.); 370 mgkg (R, p.0.) CN: N-methyl-N-(l-methylethyl)-N-[2-[(9H-xanthen-9-ylcarbonyl)oxyJethyl]-2-popanaminium bromide Propatyl nitrate P 1729 &z chloride xonthene-9- corboxylic ocid xonthene-9- carbonyl chloride methyl Propantheline bromide bromide US 2 659 732 (Searle; 1953; appl. 1952; prior. 1950). Formularion(s): tabl. 7.5 rng, 15 mg Trade Name(s): D: Corigast (Searle); wfrn F: Pro-Banthine (Monsanto) J: Pro-Banthine (Dainippon) Hydonan (Hermal)-comb.; GB: Pro-Banthine (Baker USA: Pro-Banthine (Roberts) wfm Norton) Tensilan (Desitin); wfm I: Lexil (Roche)-comb. Propatyl nitrate (Ettriol trinitrate) ATC: COlDA07 Use: coronary vasodilator (angina pectoris) RN: 2921-92-8 MF: C,H,,N@!, MW: 269.17 EINECS: 220-866-5 CN: 2-ethyl-2-[(nitrooxy)methyl]-1,3-propanediol dinitrate (ester) HNO,, H,SO, HO trirnethylol- propane I Propotl nitrate Reference(s): MMard: Meml. Poudres (MPOUAT) 35, 1 13 (1 953). Bou jol: Meml. Poudres (MPOUAT) 36.79 (1954). Fomulation(s): tabl. 10 mg Trade Narne(s1: F: Atrilon 5 (Winthrop); wfm GB: Gina (Winthrop); wfm J: Etrynit (Yoshitomi); wfm 1730 P Propentofylline Propentofylline (HWA-285) ATC: N06BC02 Use: vasodilator, cognition enhancer RN: 55242-55-2 MF: C15H22N,0, MW: 306.37 LD,,,: 168 mglkg (M, i.v.); 780 mglkg (M, p.0.); 180 mglkg (R, i.v.); 940 mgkg (R, p.0.) CN: 3,7-dihydro-3-methyl- 1-(5-oxohexy1)-7-propyl- 1 H-purine-2,6-dione 1,3-dimethyl-7- propylxonthine xonthine (1) 1 -brorno-5- hexonone CH3 Propentofylline Referertce(s): DE 2 330 742 (Albert; appl. 16.6.1973). DE 2 366 501 (Albert; appl. 16.6.1973). US 4 289 776 (Hoechst; 15.9.1981; D-prior. 16.6.1973). synthesis of 3-methyl-7-propylxanthine: Ohsaki, T. et al.: Chem. Pharm. Bull. (CPBTAL) 36, 877 (1988). Forrnulafion(s): tabl. 100 mg Trade Narne(s): J: Hextol (Hoechst; 1988) . Propicillin ATC: JOICE03 Use: antibiotic RN: 551-27-9 MF: C,,HzzN20SS MW: 378.45 EINECS: 208-995-5 CN: [2S-(2c~,5c~,6~)]-3,3-dimethyl-7-oxo-6-[(1-oxo-2-phenoxybutyl)amlno]-4-thia-1- azabicyclo[3.2.0]heptane-2-carboxylic acid monopotassium salt KN: 1245-44-9 MF: ClRH2,KN2O,S MW: 416.54 EINECS: 214-993-5 LD,,,: 292 mglkg (M, i.v.); 5 glkg (R, p.0.) . 55 1-2 7-9 MF: C,,HzzN20SS MW: 378.45 EINECS: 20 8-9 9 5-5 CN: [2S-(2c~,5c~,6~) ]-3 ,3-dimethyl-7-oxo- 6-[ (1-oxo-2-phenoxybutyl)amlno ]-4 -thia- 1- azabicyclo[3.2.0]heptane-2-carboxylic acid monopotassium. i.v.); 940 mgkg (R, p.0.) CN: 3,7-dihydro-3-methyl- 1-( 5-oxohexy1 )-7 -propyl- 1 H-purine-2,6-dione 1,3-dimethyl- 7- propylxonthine xonthine (1) 1 -brorno- 5- hexonone CH3 Propentofylline. progestogen RN: 3418 4-7 7-5 MF: C2,H3,02 MW: 326.48 CN: (17(3 )-1 7-methyl-1 7-( 1-oxopropyl)estra-4,9-dien-3-one 1724 P Promestriene estrone 3- ethylidene- methyl ether triphenyl- phosphorone