2.5 mg, 5 mg Trade Names: D: Aerodur Astrdpharma- stern ARUBENDOL Isis Pharma Asthmo Krewel Meuselbach Asthmoprotect Azupharma Bricanyl pharma-stern; 1971 Bricanyl Astra-comb.. with the
Trang 1Terbinafine T 1991
process for a polyrnorph:
C A 2 173 407 (Acic; appl 3.4.1993)
WO 9 721 705 (Uetikon; appl 12.12.1996; D-prior 13.12.1995)
US 5 587 377 (Invamed; USA-prior 24.10.1995)
capsules:
WO 9 805 308 (Novartis; appl 31.7.1997; USA-prior 1.8.1996)
pharmaceutical composition for treating glaucoma:
W09 531 200 (Senju Pharm.; appl 15.5.1995; J-prior 18.5.1994)
(R)-(+)-terazosin:
W09 200 073 (Abbott; appl 26.6.1991; USA-prior 29.6.1990)
Formulation(s): cps (USA) 1 mg, 2 mg, 5 mg, 10 mg; tabl 1 mg, 2 mg, 5 mg, 10 mg (as monohydrochloride
dihydrate)
Trade Nameis):
D: Flotrin Start (Abbott) Hytrine (Abbott) Vasomet (Mitsubishi) Heitrin (Abbott; 1985) GB: Hytrin (Abbott; 1987) USA: Hytrine (Abbott; 1987) F: Dysalfa (DEbat) J: Hytracin (Dainabot)
Terbinafine
(SF-86327)
ATC: DOlAEI5; DOIBA02; J02AX Use: orally and topically active antifungal
RN: 91 161-71-6 MF: C2,H2,N MW: 291.44
LD,,: 393 mglkg (M, i.v.); 4000 mglkg (M, p.0.); >2 glkg (M, s.c.);
213 m d k g (R, i.v.); 4000 rnglkg (R, p.0.); >2 g/kg (R, s.c.); >2 &kg (R, skin)
CN: (E)-N-(6,6-dimethyl-2-hepten-4-ynyl)-N-methyl-l-naphthalenemethanamine
hydrochloride
RN: 78628-80-5 MF: C2,H2,N HCl MW: 327.90
LD,o: >2 @kg (M, s.c.);
>2 glkg (R, s.c.); >2 g k g (R, skin)
CH3 CIHgLi
CH3 butyl-
lithium O H
acrolein tert-butyl-
acetylene
I Terbinofine
1 -bromo-6.6-dimethyl- (I -nophthyl-
hept-2-en-4-yne (I) rnethyl)methyl-
ornine
Reference(s):
EP 24 587 (Sandoz; appl 6.8.1980; CH-prior 22.8.1979)
Stiitz, A.; Petranyi, G.: J Med Chem (JMCMAR) 27, 1539 (1984)
Trang 21992 T Terbutaline
Formulation(s): cream 10 mglg; tabl 250 mg (as hydrochloride)
Trade Name(s):
D: Lamisil (Novartis; 1991) I: Daskil (LPB) J: Lamisil (Toko Yakuhin-
Use: bronchodilator, tocolytic RN: 23031-25-6 MF: C,,H,,NO, MW 225.29 EINECS: 245-385-8
CN: 5-[2-[(I, 1 -dimethylethyl)amino]- 1 -hydroxyethyl]- l,3-benzenediol
sulfate (2:l)
RN: 23031-32-5 MF: C12H19N03 1/2H2S04 MW: 548.65 EINECS: 245-386-3
LD,,,: 36mg/kg(M,i.v.);205mg/kg(M,p.o.);
69 mglkg (R, i.v.); 8700 mglkg (R, p.0.);
11 6 mglkg (dog, i.v.); 1520 mglkg (dog, p.0.)
butylarnine 3',5'-dibenzyloxy-
acetophenone
cHdm
? Y o Om
Terbutaline
Refer.ence(s):
DE 1 643 296 (Draco; prior 17.10.1967)
GB 1 199 630 (Draco; Lund; appl 18.10.1967; S-prior 19.10.1966)
US 3 937 838 (Draco; 10.2.1976; prior 18.10.1967)
US 4 01 1 258 (Draco; 8.3.1977; prior 21.6.1973)
Formulation(s): amp 0.5 mglml, 1 mglml; powder inhaler 0.5 mglpuff; sol for inhalation 10 mglml (as
sulfate); s r cps 7.5 mg; s r tabl 7.5 mg; tabl 2.5 mg, 5 mg
Trade Name(s):
D: Aerodur (Astrdpharma-
stern)
ARUBENDOL (Isis
Pharma)
Asthmo (Krewel
Meuselbach)
Asthmoprotect
(Azupharma)
Bricanyl (pharma-stern;
1971) Bricanyl (Astra)-comb
with guaifenesin Butaliret (Fatol) Butalitab (Fato1)Contimit (Lindopharm)
Eudur (Astra)-comb with theophyllin
Terbul (Hexal) Terbutalin (Mundipharma; Stada; Aluid Pharma; ratiopharm)
Terbuturmant (Desitin) F: Bricanyl (Astra; 1973) Bricanyl Turbohaler (Astra) GB: Bricanyl (Astra; 1971) I: Bricanyl (Astra)
Trang 3r'
Terconazole T 1993
J: Bricanyl (Astra-Fujisawa; Bristurin (Bristol) Brinacyl (Hoechst Marion
Terconazole
(Triconazole)
ATC: GOIAG02 Use: antifungal RN: 67915-31-5 MF: C2,H3,C12N503 MW: 532.47 EINECS: 267-751-6
LD,,: 1741 mgkg (Rm, p.0.); 849 mglkg (Rf, p.0.)
CN: cis-l-[4-[[2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-l-ylmethyl)-l,3-dioxolan-4-yl]methoxy]phenyl]-4-
(I -methylethyl)piperazine
CI
2'.4'-dichloro- glycerol
acetophenone
I (iN3 NOH
1 1H-1,2,4-triozole
1 -(4-methoxy- acetone
pheny1)piperozine
I Terconozole
Trang 41994 T Terfenadine
Reference(s):
DE 2 804 096 (Janssen; appl 3.8.1978; prior 31.1.1978)
US 4 358 449 (Janssen; 9.11.1982; prior 21.1 1.1977)
US 4 144 346 (Janssen; 13.3.l979; prior 21.1 1.1977, 31.1.1977)
US 4 223 036 (Janssen; 16.9.1980; prior 8.l.l979,2l.ll.l977,3l.l.l977)
Heeres, J et a].: J Med Chem (JMCMAR) 26, 61 1 (1983)
synthesis of 2-bromomethyl-2-(2,4-dichloropheny1)-4-(benzoyloxymethyl)-1,3-dioxolane:
Heeres, J et al.: J Med Chem (JMCMAR) 22, 1003 (1979)
Formulation(s): suppos 80 mg; vaginal cream 0.4 %, 0.8 %; vaginal tabl 80 mg
Trade Name(s):
D: Tercospor (Cilag; 1985); I: Terconal (Italchimici) USA: Terazol (Ortho-McNeil;
Use: antihistaminic, antiallergic RN: 50679-08-8 MF: C,,H,,NO, MW: 471.69 EINECS: 256-710-8
LD,,,: 5 glkg (M, p.0.);
5 glkg (R, p.0.)
CN: a-[4-(1,1-dimethylethyl)phenyl]-4-(hydroxydiphenylmethy1)-1-piperidinebutanol
KHC03, KI
toluene
+ c&cW3
/ \ / \
-
OH - W3C CH3
azacyclonol (1) 1-(4-tert-butylphenyl)-
( q v.1 4-chloro-1 -buton01
Terfenodine
KHCO, KI,
NoBH, sodium borohydride
Reference(s):
DOS 2 303 305 (Richardson-Merrell; appl 24.1.1973; USA-prior 28.1.1972)
DOS 2 503 362 (Richardson-Merrell; appl 28.1.1975; USA-prior 8.2.1974)
addition to DOS 2 303 306 (Richardson-Merrell; appl 28.1.1975; USA-prior 8.2.1974)
GB 1 412 605 (Richardson-Merrell; valid from 15.12.1972; USA-prior 28.1.1972)
US 3 878 217 (Richardson-Merrell; lS.4.1975; appl 12.7.1973; prior 28.1.1972)
Formulation(s): susp 30 mg15 ml; s r tabl 60 mg in comb with pseudoephedrine.HC1; tabl 60 mg, 120 mg
Trang 5Terodiline T 1995
Trade Narnefs):
D: Balkis (Dolorgiet) Terfium (Hexal) J: Triludan (Merrell Dow-
Histaterfen (Azupharma) F: Teldane (Merrell); wfm USA: Seldane (Hoechst Marion Teldane (Hoechst; 1982) Teldane (Richardson- Roussel; 1985)
Terfedura (durachemie) Merrell); wfm
Terfemundin GB: Triludan (Hoechst)
(Mundipharma) I: Teldane (Lepetit); wfm
Use: antianginal, calcium antagonist, anticholinergic, treatment of urinary frequency and incontinence RN: 15793-40-5 MF: C,H,N MW: 281.44
CN: N-(l,l-dimethylethyl)-a-methyl-y-phenylbenzenepropanamine
hydrochloride
RN: 7082-21-5 MF: C2,H,N HCI MW: 317.90
LD,,: 28 mglkg (M, i.v.); 330 mglkg (M, p.0.); 170 mglkg (M, s.c.)
27 mgkg (R, i.v.); 465 mg/kg (R, p.0.); 370 mglkg (R, s.c.)
63.3 g/kg (dog, p.0.)
!.p-diphenylethyl tert-butyl-
methyl ketone (I) amine (II)
Terodiline I
2 H2 Pd-C
1 aluminum trichloride
Referencefs):
a DE 1 170 417 (Aktiebolaget Recip.; appl 8.1 1.1961; GB-prior 8.11 l96O)
b HU T32 331 (Richter Gedeon Vegyeszeti Gyar; appl 30.7.1984; HU-prior 21.9.1982)
Formulation(s): f c tabl 12.5 mg, 25 mg (as hydrochloride)
Trade Narnefs):
D: Mictrol (Fresenius; 1990); GB: Micturin (Pharmacia & Midurin (Uabi; 1986); wfm
Trang 61996 T Tertatolol
Use: fhdrenoceptor antagonist, antihypertensive
RN: 34784-64-0 MF: C,6H2SN0,S MW: 295.45
CN: (f)-l-[(3,4-dihydro-2H-1-benzothiopyran-8-yl)wxy]-3-(l,l-dimethylethyl)amino]-2-propanol
hydrochloride
RN: 33580-30-2 MF: CI6H,,NO2S HC1 MW: 331.91 EINECS: 251-578-8
LD,,,: 120 mglkg (M, i.p.); 37 mg/kg (M, i.v.);
90 mglkg (R, i.p.); 40 mglkg (R, i.v.)
1 PPA
2 N p , , KOH
1 polyphosphoric' acid
2 hydrozine 2-methoxy- 8-chloro- 3-(2-methoxyphenyl
thiophenol propianic acid thio)propionic acid
B-hydroxy- thiochroman (I)
Reference(s):
DE 2 115 201 (Science Union et Cie.; appl 29.3.1971; GB-prior 6.4.1970)
US 3 960 891 (Science Union et Cie.; 1.6.1976; GB-prior 6.4.1970)
US 4 032 648 (Science Union et Cie.; 28.6.1977; GB-prior 6.4.1970)
alternative synthesis:
GB 1 561 153 (Science Union et Cie.; appl 23.8.1976)
Formulation(s): f c tabl 5 mg (as hydrochloride)
Trade Nnme(s):
D : Prenalex (Servier; 1990) F: Artex (Servier; Therval;
1990)
Use: antineoplastic (mamma carcinoma) RN: 968-93-4 MF: C1,H2,01 MW: 300.40 EINECS: 213-534-6
CN: D-homo-17a-oxaandrosta-l,4-diene-3,17-dione
Cylindracorpon rodicolo (ATCC 1101 1)
H H
0 '
Trang 7Testosterone T 1997
Reference(s):
US 2 744 120 (Olin Mathieson; 1956; appl 1953)
Formulation(s): tabl 50 mg
Trade Name(s):
D: Fludestrin (Bristol-Myers I: Teslac (Squibb); wfm USA: Teslac (Bristol-Myers
Use: androgen RN: 58-22-0 MF: CI,H,802 MW: 288.43 EINECS: 200-370-5
LD,,: >5 g/kg (M, p.0.)
CN: (17P)-17-hydroxyandrost-4-en-3-one
undecanoate
RN: 5949-44-0 MF: C3,H4,03 MW: 456.71
H2/Roney-Ni or NaBH4
sodium
38-acetoxy- 17-oxo-5-
ondroslene
(from 16-dehydropregne-
nolone ocetote)
1
-benzayl
chloride
& , NoC*(cH3)J3
KOH
11
cyclo- aluminum
hexanone triisopropylote
Testosterone
I
Reference(s):
US 2 308 833 (Ciba; 1943; CH-prior 1935)
US 2 308 834 (Ciba; 1943; CH-prior 1935)
US 2 379 832 (Schering Corp.; D-prior 1936)
US 2 387 469 (Ciba; 1945; CH-prior 1935)
starting material:
The Merck Index, 12th Ed., 1569 (1996)
Trang 81998 T Testosterone cvvionate
alternative syntheses:
US 2 236 574 (Schering Corp.; 1941, D-prior 1937)
US 2 341 110 (Schering Corp.; 1944, CS-prior 1939)
Formulation(s): cps 40 mg (as undecanoate); plaster 2.5 mgl37 cm2, 4 mgl40 cm2, 5 mgI44 cm2, 6 mg160 cm2
Trade Name(s):
D: Andriol (Organon) I: Mydrotest (Ayerst); wfm Testoviron Depot (Nihon F: Pantestone (Organon SA) Testosterone Tarrico &hering)-comb
Trotoseptine (Boehringer (Mitim); wfm USA: Androderm (SmithKline
Testoral (Organon); wfm Tes-Hol "Z" (Nippon Zoki)
Testosterone cypionate ATC: G O ~ E A O ~
(Testosterone cyclopentylpropionate) Use: depot androgen
RN: 58-20-8 MF: C2,H4,0, MW: 412.61 EINECS: 200-368-4
LD,,,: > I glkg (M, i.p.)
CN: (17~)-17-(3-cyclopentyl-l-oxopropoxy)androst-4-en-3-one
pyridine
Reference(s):
US 2 566 358 (Upjohn; 1951; prior 1949)
DE 896 805 (Upjohn; appl 1951)
Gould, D et al.: J Am Chem Soc (JACSAT) 79,4472 (1957)
testosterone 3-cyclopentyl-
alternative syntheses:
US 2 625 556 (Upjohn; 1953; prior 1949)
ES 241 206 (Alter; appl 1958)
US 2 742 485 (Francesco Vismara; 1956; prior 1954)
Testosterone cypionote
Formulation(s): vial 200 mglml (10 ml)
(4 v ) propionyl chloride
Trade Name(s):
D: Femovirin Amp (Albert-
Rousse1)-comb.; wfm
F: Ch P T ThCramex
(ThCramex): wfm
TestostCrone retard
ThCramex (Thtramex; as
cyclohexylpropionate);
w fm
Trioestrine-Retard ThCramex (ThCra.mex)- comb.; wfrn
Trioestrine-Retard ThCramex (ThCramex; as cyclohexylpropionate)- comb.; wfm
I: Ciclosterone (Farmigea)
Clym depositum (Po1i)- comb
Ginandrolo Depositum (Lusofarmaco)-comb Pertestis-Dep (Orma) Testorit-Dep (Gallo) Testosterone Depositum (Lusofarmaco)
Trang 9Testosterone enanthate T 1999 J: Depo Testosteron LISA: Virilon (Star)
(Upjohn); wfm
Use: androgen RN: 315-37-7 MF: C,,H,O, MW: 400.60 EINECS: 206-253-5
LD,: 4 mg/kg (M, i.p.):
2 glkg (R, i.p.1
CN: (l7P)- 17-[(I -oxoheptyl)oxy]androst-4-en-3-one
Reference(s):
U S 2 840 508 (Schering AG; 1958; D-prior 1951)
testosterone enanthic anhydride
Formulation(s): amp 250 mglml; vial 200 mglml, 1 g15 ml
Testosterone enanthate
Trade Name(s):
D: Testosteron-Depot F: Androtardyl (Schering) Primodian Depot (Nihon Jenapharm (Jenapharm) GB: Primoteston Depot Schering)-comb
Testosteron Depot- (Schering Chemicals); wfm Testoviron Depot (Nihon
(Rotexmedica) J: Enarmon Depot (Teikoku USA: Delatestryl (Bio-
(Schering)-comb
( q v.)
Testosterone propionate ATC: G03BA03
Use: androgen RN: 57-85-2 MF: C22H3203 MW: 344.50 EINECS: 200-351-1
LD,,: 1350 mgkg (M, p.0.);
1 g k g (R, p.0.)
CN: (17B)-17-(1-oxopropoxy)androst-4-en-3-one
0 0 pyridine
+
testosterone propionic anhydride
(4 v.)
Testosterane propionate
Trang 102000 T Tetracaine
rnlcrobiological dehydroganotion Acetabacter posteurionurn
ondrostenediol 17-propionote
Reference(s):
a CH 206 119 (Ciba; appl 1936) addition to CH 203 257
DRP 661 384 (Ciba; appl 1936; CH-prior 1935)
b US 2 236 574 (Schering Corp; 1941; D-prior 1937)
starting material:
The Merck Index, 12th Ed., 107 (1996)
allernarive ryntheses:
US 2 311 067 (Ciba; 1943; CH-prior 1939)
US 2 374 369 (Ciba; 1945; CH-prior 1939)
US 2 374 370 (Ciba; 1945; CH-prior 1939)
Formulotion(s): amp 10 mg, 25 mg, 5 0 mg, 100 mg; amp 5 0 mglml, 100 mglml (in comb.);
ointment 8 0 mg1100 mg (in comb.)
Trade Name(s):
D: Tachynerg (Eberth)-comb
Testosleron Propionat
"Eifclfango" (Eifelfango)
Testoviron (Schering)-
comb
F: Fadiamone (CS)-comb
GB; Sustanon (Organon)-comb
Virormone (Ferring)
I: Teslovis (SIT)
J: Enarmon Susp (Teikoku
Zoki)
Forton (Shionogi)
Primodian Inj (Nihon Schering)
Sonyhod M Inj (Sonybod- Torii)
Testinon (Mochida) USA: Androlan (Lannett); wfrn Androlin (Lincoln); wfrn Andrusol-P (Smith, Miller
& Patch); wfrn
Gy netone (Schering)- comb.; wfrn
Neo-Hombre01 (Organon);
wfrn
Neutron (Myers-Carter)- comb.; wfrn
Oreton Propionate (Schering), wfrn Synandrol (Pfizer); wfrn Synerone (Dow); wfrn Testex (Pasadena Res.); wfrn
Testodet (Merck Sharp & Dohme); wfrn
Testonate (Kay); wtm
Tetracaine
(Amethncaine)
ATC: CO5AD02; D04AB06; NOlBA03; SO1 HA03
Use: local anesthetic RN: 94-24-6 MF: C,,H2,N20, MW: 264.37 EINECS: 202-3 16-6
LD,,,: 6 mglkg (M, i.v.); 300 mglkg (M, p.o.1;
6 mglkg (R, i.v.)
CN: 4-(buty1amino)benzoic acid 2-(dimethy1amino)ethyl ester
no no hydrochloride
RN: 136-47-0 MF: C,511aN202 HC1 MW: 300.83 EINECS: 205-248-5
LD,,,: 6600 ~ g l k g (M, i.v.); 160 rnglkg (M, p.0.);
4500 pglkg (R, i.v.)