Pharmaceutical Substances Syntheses, Patents, Applications - Part 211 ppsx

Diuretikum Verla Veda- comb.. duradiuret durachemie- Turfa-BASF BASF comb.. Isobar Jacques Logeais- Jatropur Rohm Pharma Prestole Pharmafarm- Jenateren Jenapharm- comb.. SKI-PUREN Isis P

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

Diuretikum Verla (Veda)- comb

duradiuret (durachemie)- Turfa-BASF (BASF

comb

Dytide (Procter &

Generics)-comb

numerous combination

Esiteren (Novartis F: Cyclotbiam (Rousse1)-

Pharma)-comb

Hypertorr (Henning

comb

Isobar (Jacques Logeais)-

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 ~ g l k g (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

Use: hypnotic,sedative RN: 28911-01-5 MF: C,,H12C12N, MW: 343.22 EINECS: 249-307-3

LD,,,: 1080 m g k g (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

1 phosphorus pentosulfide

2-omino-2'.5- glycinc ethyl ester 7-chloro-5-(2-chloro-

dichlorobenzo- hydrochloride phenyl)-2-0x0-2,3-

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 &

Tribenoside T 2103

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);

I: Venalisin (AGIPS)

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.)

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,,: ~ 3 4 6 glkg (R, p.0.)

C N : 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)

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.)

ethanol

Reference(s):

BE 623 216 (Glaxo; appl 4.10.1962; GB-prior 5.10.1961)

C 1 3 C ~ O - P 0 3 H z

Formulation(s): syrup 500 mg/5 ml

Trade Name(s):

G B : 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.)

phenol

1 -4-dichloro- 2.5-dichloro-

2106 T Tridihexethyl chloride

Fe CHJCOOH nitrosylsulfuric acid

I

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

Pharma)-comb Ster-Zac Bath Conc USA: Clearasil Antibac Soap

Manusept (Seton) I: Dopo Pik (Tipomark) SulPur-8 Shampoo

Gampphen (Ethicon) (Plough); wfm

Use: anticholinergic, antispasmodic RN: 4310-35-4 MF: C2,H,,CIN0 MW: 353.98 EINECS: 224-323-3

LDs,,: 103 mglkg (M, i.p.)

iodide

RN: 125-99-5 MF: C,,H,,INO MW: 445.43 EINECS: 204-762-7

LD,,,: 18 m g k g (M, i.v.); 570 mglkg (M, p.0.);

27 m g k g (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

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

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 m g k g (M, p.0.);

2500 m g k g (R, p.0.)

dihydrochloride

RN: 38260-01-4 MF: C,H,*N4 2HCI MW: 219.16 EINECS: 253-854-3

LD,,: 2285 mgkg (R, p.0.)

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

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)

F: Terfluzine (SpCcia) I: Modalina (Sanofi Trifluoperazine (Yoshitomi) GB: Parstelm (SmithKline W~nthrop) USA: Stelazine (SmithKline

Winthrop)-comb

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.)

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 m g k g (R, i.v.)

Triflupromazine T 2 109

1 -benzyl-4- 3-trifluoromethyl- I-benzyl-4-hydroxy-4

piperidone phenylrnognesium ( 3 - t r i f l ~ o r o r n e t h ~ 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

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.)

7 H 3 NONH,

CH3 omide 2-trifluorornethyl- 3-dimethylomino-

7 H 3

P ~ ' C H ~

@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

Use: antiviral RN: 70-00-8 MF: C,oH,lF3N20S MW: 296.20 EINECS: 200-722-8

LD,,: 3381 m g k g (M, i.v.);

2946 m g k g (R, i.v.)

CN: a,a,a-trifluorothymidine

7 H 3

0 H,C-Ti-Cl

5 3 3 F H 3

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 H 2 0

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)