Theophylline
T
201
1
Trade Nanze(s):
D: Akrinor (ASTA Medica F: Praxinor (Lipha SantC)-
AWD)-comb. with
comb. with cafedrine
cafedrine
I:
Akrinor (Sir)-comb.; wfm
Theophylline
ATC: R03DA04
Use: cardiotonic, diuretic
RN: 58-55-9 MF:
C7H8N402 MW: 180.17 EINECS: 200-385-7
LD,,:
136 mglkg (M, i.v.); 235 mglkg (M, p.0.);
225 mglkg (R, p.0.)
CN: 3,7-dihydro-
1,3-dimethyl-1H-purine-2,6-dione
monohydrate
RN: 5967-84-0 MF: C,H,NJ02
.
H20 MW: 198.18
N,N'-dirnethyl-
ethyl
cyano-
6-amino-
l,3-
urea

acetate
dimethyluracil
Reference(s):
DE 834 105 (Boehringer Ing.; appl. 1949).
HNO, H3C\N5N0
Na2S204
I
+
2
OHC-NH,
___+
A
0
NH,
A
CH3 CH3
Formulation(s):
amp. 104 mglml, 200 mgllO ml, 208 mgI5 ml, 420 mgl60 ml, 500 mg120 ml;
drops 104 mglml; s. r. cps. 125 mg, 200 mg, 250 mg, 300 mg, 375 mg, 400 mg, 500 mg;
s. r. tabl. 200 mg, 300 mg, 600 mg; suppos. 50 mg
CH3
Trade Name(s):
D: Aerobin (Farmasan)
Afonilum (Knoll)
Afpred
(Hefa Pharma)
Broncho-Euphyllin (Byk
Gulden)-comb. with
ambroxol hydrochloride
Bronchoretard (Klinge)

Contiphyllin (Lindopharm)
Cronasma (Orion Pharma)
Duraphyllin (durachemie)
Eudur (Astra)-comb. with
terbutaline sulfate
Euphyllin (Byk Gulden)
Euphylong (By k Gulden)
Flui-Theophyllin (Zambon)
Neobiphyllin-Clys
(Trommsdorff)-comb.
Perasthman (Polypharm)
Pulmidur (pharma-stern)
Pulmo-Timelets (Temmler)
Solosin (Hoechst)
the0 (ct-Arzneimittel)
Theolair (3M Medica)
Theophyllard (OPW)
Theophyllin (Heumann;
S tada)
Theophyllin retard
ratiopharm (ratiopharm)
Tromphyllin
(Trommsdorff)
Unilair (3M Medica)
Uniphyllin (Mundipharma)
F: Dilatrane (Labomed)
Euphylline L.A. (Byk
France SA)
Hypnasmine
(E1ertC)-comb.

Pneumogtine (Labomed).
comb.
TCdralan (Labomed)-comb.
ThColair (3M Pharma)
Thtostat (lnava)
Uromil
(1prad)-comb.
Xanthium (Galephar)
generic
2012
T
Theophylline ethylenediamine
GB: Franol (Sanofi Winthrop)-
comb.
Labophylline (Labs. for I:
Applied Biology)
Lasma (Pharmax)
Nuelin (3M Health Care)
Slo-Phyllin (Lipha)
Theo-Dur (Astra)
Uniphyllin Continus
(Napp)
numerous combination Theolair (Synthelabo)
preparations
J:
Theophyllol (Sanko)
Aminornal (Malesci) generic and numerous
Diffumal (Malesci) combination preparations
Euphyllina (Byk Gulden) USA: Aerolate (Fleming)
Respicur (Byk Gulden) Elixophyllin (Forest)

Tefamin (Recordati) Theolair (3M)
Teobid (Vita)
Teonova
(Camillo Corvi)
Theo-dur (Recordati)
Theophylline ethylenediamine
ATC: ~03~~04
(Aminophylline; Teofyllamin; Theophyllamin) Use: cardiotonic, diuretic, bronchodilator
RN: 31 7-34-0 MF: C,H,N40y l/2C2H,N, MW: 420.43 EINECS: 206-264-5
LD,,,: 125 mgikg (M, i.v.); 150 mg/kg (M, p.0.);
104 mglkg (R, i.v.); 243 mglkg (R, p.0.)
CN:
3,7-dihydro-
l,3-dimethyl-lH-purine-2,6-dione
compd. with 1,2-ethanediamine (2: 1)
dihydrate
RN: 5897-66-5 MF: C1,H,,N402. C6H,N2. 2H20 MW: 416.48
Reference(s):
DRP 223 695 (Byk; appl. 1907).
theophylline ethylenediamine
stabilized solutions:
US
4 073 907 (~bbott; 14.2.1978; appi. 1.6.1976).
Theophylline ethylmediamine
Formulation(s):
amp. 120 mg/rnl, 240 mg/lO rnl; s. r. tabl. 225 mg, 350
mg;
tabl. 125 mg (as dihydrate)
.
.

Afonilum (Knoll)
Aminophyllin (OPW)
Limptar (Cassella-med)-
comb.
Phyllotemp
(Mundipharma)
Theophyllin-
Aethylendiamin ratiopharm
(ratiopharm)
Aminophylline Lobica
(Opodex); wfrn
Campho-pneumine
aminophylline (Merre1l)-
comb.; wfm
GB
:
Cardiophylline (Lefranca)-
comb.; wfm
Inophyline (Millot); wfm
EusCdyl aminophylline
(Chanteau)-comb.; wfrn
Inophyline (Millot-Solac);
wfrn
Planphylline (Plantier);
wfrn
Sedo-carCna (Delagrange).
comb.; wfm
combination preparations;
wfrn
Cardophylin (Fisons); wfrn

Delaminoph
(BM
Labs.);
wfrn
Phyllocontin (Napp); wfm
Theodrox (Riker)-comb.;
w Pm
I:
Aminomal (Malesci); wfm
Amminophilline (Farber-
Ref); wfrn
Asmarectal (Serpero)-
comb.; wfrn
Euphyllina (Byk Gulden);
wfrn
Tefamin (Recordati); wfm
numerous combination
preparations; wfrn
P
Thevetin
A
T
2013
J:
Kyophyllin (Kyorin) Novophyllin (Torii) USA: Arninophylline (Roxane)
Neophyllin (Eisai) generic preparations
Thevetin
A
(Tevosid)
ATC: COlA

Use: cardiac glycoside
RN: 37933-66-7 MF: C4,HMO,, MW: 872.96 EINECS: 253-722-5
LD,,:
85
~glkg
(cat, i.v.)
CN:
(3~,5~)-3-[(O-~-~-glucopyranosyl-(1~6)-O-~-glucopyranosyl(l-+4)-6-deoxy-3-O-methyl-a-~-
glucopyranosyl)oxy]- 14-hy
droxy-19-oxocard-20(22)-enolidc
Thevetin
A
From
Theveria neriifolia
Juss.,
Apocyzaceae,
separation from thevetin
B
by extraction.
Reference
(s):
Bloch, R. et
al.:
Helv. Chim. Acta (HCACAV) 43,652 (1960).
US
3 030 355 (M. Delalande,
J.
Baisse; 17.4.1962; prior. 16.5.1960).
US
3 043 829

(M.
Delalande, J. Baisse; 10.7.1962; prior. 31.5.1960).
Trade Narne(s):
I:
Tevosid (Zanardi); wfm
Thiadrine
Use:
RN: 14007-67-1 MF: C,IH,4N2S MW: 206.31
CN:
3,4-dimcthyl-5-phenyl-2-thiazolidinirnine
~,",cH~
Ei,CH3
OH
H
thionyl
CI H
chloride
Refermce(s):
US
2
558 068 (Knoll; 1951; prior. 1949).
GB 690 238 (Knoll; appl. 1950; USA-prior. 1949).

antitussive
Thiadrine
I
Formulahn(s):
tabl.
2014
T

Thiamazole
Trade Name(s);
D: Priatan (Minden)-comb.;
w fm
Thiamazole
(Methimazole)
ATC: H03BB02
Use: thyreostatic, antihyperthyroid
RN: 60-56-0 MF: C,H,N,S MW: 114.17 EINECS: 200-482-4
LD,,,:
860 mglkg (M, p.0.);
2250 mgkg (R, p.0.)
CN:
1,3-dihydro-1-methyl-2H-imidazole-2-thione
orninoocetoldehyde methyl
diethyl ocetol isothiocyanote
Thiornazole
u
Reft.rence(s):
Wohl, A. eta].: Ber. Dtsch. Chem. Ges. (BDCGAS)
22,
1354 (1889).
Joncs, R.G. et al.: J. Am. Chem. Soc. (JACSAT) 71,4000 (1949).
Formulation(s):
amp. 40 mglml; tabl. 5 mg, 10 mg, 20 mg
Trade Name(s):
D: Favistan (ASTA Medica Thyrozol (Merck) LJSA: Tapazole (Jones Medical
AW
D)
F: Basolan (Diamant); wfm Industries)

Methizol (Philopharm)
I:
Bromazolo (Baldacci)-
Thiamazol-Henning comb.
(Henning Berlin)
J:
Mercazole (Chugai)
Thiamine
(Aneurine; Vitamin
B
,)
ATC: AllDAOl
Use: vitamin
RN: 59-43-8 MF: C,2H,,C1N40S MW: 300.81 EINECS: 200-425-3
LD,,:
301
mg/kg
(M,
s.c.)
CN:
3-[(4-amino-2-methyl-5pyrimidinyl)methyl]-5-(2-hydroxyethy)-4-methylthiazolium
chloride
monohydrochloride
RN: 67-03-8 MF: C,,II,,C1N40S. HC1
MW:
337.28 EINECS: 200-641-8
LD,,,:
74 mglkg (M, i.v.); 8224 mglkg
(M,
p.0.);

11 8 mglkg (R, i.v.); 3710 mg/kg (R, p.0.)
nitrate
RN: 532-43-4 MF: C12Hl,N40S
.
HN03 MW: 327.37
Thiamine
T
2015
3-ethoxy-
propionitrile
triethyl
orthoformate
(1)
3-ethoxy-2-ethoxy-
methylenepropio-
nitrile
A
111
acetomidine
(11)
4 amino-5-ethoxy-
methyl-2-methyl-
pyrimidine
(111)
4-amino-5-bromomethyl-
2-methylpyrimidine
hydrobromide
thiamine brarnide
(N)
I

Thiamine
molono- ethoxymethylene- 4-amino-5-cyano-
nitrile malononitrile 2-methylpyrimidine
CS2
,
NH3
H2N
H2N
4-amino-5-amino- 5-acetoxy-3-chloro-
(w)
methyl-2-methyl- pentan-2-one
pyrimidine
(V)
HCI
VI
+
H202. HCI
2016
T
Thiamphenicol
Refcrence(s):
a
Williams, R.R.; Cline, J.K.: J. Am. Chem. Soc. (JACSAT)
58,
1504 (1936).
US 2 216 574 (Research Corp.; 1938).
US
2
166 233 (Research Corp.; 1938).
US 2 184 964 (Research Corp.; 1937).

b
Grewe, R.: Hoppe-Seyler's
Z.
Physiol. Chem. (HSZPAZ) 242,89 (1936).
DRP 67 1 787 (I.
G.
Farben; appl. 1936).
US 2 592 930 (Takeda; 1952; J-prior. 1950).
synthesis
of5-(2-hydroxyethy1)-4-methylthiazole
and
5-acetoxy-3-chloropentan-2-one:
Buchman, E.R.: J. Am. Chem. Soc. (JACSAT)
58,
1803 (1936).
DRP 678 153 (Roche; appl. 1938; CH-prior. 1937).
fill
review
of
patent literature up to 1952for tlziamine synthesis:
Vogel,
H.:
Chemie und Technik der Vitamine, 3. Aufl., Vol. 2, I. Part, p. 96
ff;
F. Enke Verlag, Stuttgart 1955.
Formulation(s):
amp. 25 mgl2 ml, 25 mglml, 100 mglml, 100 mg12 ml, 200 mg12 ml; drg. 100 mg;
f.
c. tabl.
500 mg; tabl. 10 mg, 250 mg, 300 mg (as hydrochloride); tabl. 100 mg (as nitrate)

Trade Name(s):
D:
Aneurin AS. (A.S.)
Betabion (Merck)
Lophakomp (Lomapharm)
Vitamin
B,
Hevert (Hevert)
Vitamin B ,-Injektopas
(Pascoe)
Vitamin B
,
JENAPHARM
(Jenapharm)
Vitamin B, Kattwiga
(Kattwiga)
Vitamin B,-ratiopharm
(ratiopharm)
numerous combination
preparations
F: BCnerva (Roche)
BCvitine (Specia)
and circa 70 combination
preparations
GB: Benerva (Roche)
numerous combination
preparations: multivitamins
I: Benexol B,, (Roche)-comb.
Dobetin (Ange1ini)-comb.
Fibronevrina (Ceccare1li)-

comb.
Fosfout~p~ Vit. (Terapeutico
M.R.)-comb.
Neurobionta (Bracco)-
comb.
Neuroftal (Alfa 1ntes)-
comb.
Triferon (Sa1us)-comb.
Trinevrma (Gu~dott~)-
comb.
USA: Mega-B (Arco; as
mononitrate)-comb.
Thiamphenicol
ATC: JOIBA02; J01BA52
Use: antibiotic
RN: 15318-45-3 MF: Cl,H,sCI,NOSS MW: 356.23 EINECS: 239-355-3
LD,,,: 368 mglkg (M, i.v.): >7
glkg
(M, p.0.);
339 mglkg (R, i.v.); >7 gkg (R, p.0.)
CN:
[R-(R*,R*)]-2,2-dichloro-N-[2-hydroxy-I-(hydroxymethyl)-2-[4-(methylsulfonyl)phcnyl]ethyl]acetamide
glycinate hydrochloride
RN: 261 1-61-2
MF:
C,4H18C12N06S
.
HCI MW: 435.73
H2Nm
/,p

*$-OH
,
*.so4
s,
.I
0//
CH,
4-methylsulfonyl-
g
l
ycine
DL-threo-3-(4-
benzoldehyde potassium salt
methylsulfonyl-
phenyl)serine
Thiamylal
T
2017
OH
2
0
d-tartoric mid
I/
-
H$*O
o
s
,
0//
CH,

DC-threo-3-(4-methyl
su1fonylphenyl)serine
ethyl ester
Reference(s):
DE
1
938 513 (Sumitomo; appl. 29.7.1969)
-
only methods.
(11) chloral hydrate
older methods:
US 2 721 207 (Parke Davis; 1955; prior. 1952).
US 2 726 266 (Du Pont; 1955; prior. 1951).
US 2 759 927 (Sterling Drug; 1956; prior. 1951, 1955).
US 2 759 970 (Sterling Drug; 1956; appl. 1956).
US
2
759 97 1 (Sterling Drug; 1956; appl. 195 1).
US
2
816 915 (Du Pont; 1957; prior. 195 1).
Cutler, R.A. et a].: J. Am. Chem. Soc. (JACSAT) 74, 5475 (1952).
Suter, C.M.
eta].: J. Am. Chern. Soc. (JACSAT) 75,4330 (1953).
Thiornphenicol
Formulation(s):
amp. 500 mg, 750 mg; cps. 125 mg, 250 mg, 500 mg; suppos. 125 mg, 250 mg, 500 mg; vial
500 mg (as glycinate hydrochloride)
Trade Name(s):
D:

Urfamicina (Inpharzam);
wfm
F:
Fluimucil antibiotic 750
-
(Zambon)
Thiophc5nicol (Sanofi
Winthrop)
I:
Flogotisol (Zambon)
Fluimucil Antib.
(Zambon)-comb.
Glitisol (Zambon)
J: Chlomic
S (Kowa
Shinyaku)
Efnicol (Nichizo)
Fricol (SS)
Hyrazin (Kowa Yakuhin)
Igralin (Kotobuki
Seiyaku-
Zeria)
Neomy son (Eisai)
Racenicol (Kissei)
Rigelon (Dojin)
Rincrol (Tokyo Tanabe)
Roseramin (Takata)
Synticol (Nisshin)
Thiamcol (Morishita)
Thiancol (Kakenyaku)

Thiofact (Showa Yakuhin)
Thionicol (Mohan)
Thiophenicol (Hishiyama)
Th~otal (Sumitomo)
Tiozon (Mitsui)
Unaseran-D (Isei)
Urophenil (Iwaki)
Thiamylal
ATC: NO1 AF
Use: ultrashort narcotic, anesthetic
(intravenous)
RN: 77-27-0 MF: C,2H,,N202S MW: 254.35 EINECS: 201-01 8-3
CN:
dihydro-5-(l-methylbutyl)-5-(2-propenyl)-2-thioxo-4,6(1
H,5H)-pyrimidinedione
201
8
T
Thiethylperazinc
monosodium salt
RN: 337-47-3 MF: Cl,H,,N2Na0,S MW: 276.34 EINECS: 206-415-5
LD,,,:
85 mglkg (M. i.v.); 180 mgkg (M, p.0.);
5 1 mgkg
(R,
i.v.);
32 rnglkg (dog, i.v.); 134 mgkg (dog, p.0.)
HN
S
*

Y
NoOC2H5
+
'4"'
sodium
?H:
ethylote
diethyl ollyl-
(1
-rnethylbutyl)-
molonote
thiourea
Reference(s):
US 2 153 729 (Abbott; 1939; prior. 1934)
US 2 876 225 (Abhott; 1959; appl. 1956).
Furmulation(s):
vial
1
g, 5 g (as sodium salt)
Trade Name(s):
J:
Citosol (Kyorin) lsozol (Yoshitomi) USA: Surital (Parke Davis);
wfm
Thiethylperazine
ATC: R06~D03
Use: anti-emetic, antivertignosant
RN: 1420-55-9 MF: C22H29N,S2
MW:
399.63 EINECS: 215-819-0
LD,,,:

71.6 mglkg (M, i.v.); 680 rnglkg (M,
p.0.)
CN:
2-(ethylthio)-l0-[3-(4-methyl-I-piperazinyl)propyl]-l0H-phenothiazine
dimaleate
RN: 1179-69-7 MF: CZ2Hl9N3S2. 2C4H4O4 MW: 631.77 EINECS: 214-648-9
LD,,,:
93 rngkg (M, i.v.); 680 mgikg (M, p.0.);
.
90 mglkg
(R,
i.v.);
1260 mglkg (R, p.0.)
H
KOK
+
H2N'aswcH3
0 C aNoSwcH3
,
A
I
0
COOH
2-chlorobenzoic 3-ethylthio- N-(3-ethylthiopheny1)-
acid
potassium
oniline anthranilic acid
salt
1.
NoNH2

2.
f-NlCH3
H
pN
pN/CH3
CI
pNJ
oNpJsvcH3
%2+
a!Dsvcn3
1.
sodium omide
2.
1-(3-chloropropy1)-
3-cthylihiodiphenyl- 2-ethylthio- 4-methylpiperazine Thiethylperozine
omine
(I)
phenoihiazine
Thioctic acid
T
2019
Reference (s):
US 3 336 197 (Sandoz; 15.8.1967; CH-prior. 19.4.1956).
Bourquin, J.P. et al.: Helv. Chim. Acta (HCACAV)
41,
1072 (1958).
Formulation(s):
amp. 10 mg/2 ml; drg. 6.5 mg; tabl. 10 mg (as dimaleate)
Trade Name(s):
D:

Torecan (Novartis Pharma)
GB:
Torecan (Sandoz); wfm
J:
Toresten (Sandoz-Sankyo)
F:
TorCcan (Sandoz); wfm I: Torecan (Lpd) USA: Torecan (Roxane)
Thioctic acid
(Thioctacid; a-Lipoic acid)
ATC: N07XX
Use: detoxicant, liver protective drug,
lipotropic, growth factor
RN: 62-46-4 MF: CRH,402S, MW: 206.33
EINECS:
200-534-6
LD,: 197 mgkg (M, i.v.); 502 rnglkg (M, p.0.);
180 mdkg (R, i.v.); 1130 meg
(R,
p.o.)
CN:
1,2-dithiolane-3-pentanoic
acid
sodium
salt
RN: 2319-84-8 MF: C,H,,Na02S2 MW: 228.31
LD5,: 197 &kg (M, i.v.)
ethylene ethyl adipoyl chloride
rnercaptan
ethyl
6.8-dichloro-

octanoote
1.
No, liq. NH,
2.
oxidizing agent, e.g. CHI,
b
iodoforrn
6.8-dibenzylthiooctonoic
acid
Reference(s):
Bullock et al.: J. Am. Chem. Soc. (JACSAT)
74,
3455 (1952),
US 2 980 716 (Research Corp.; 1961; appl. 1954).
2020
T
Thiomersal
alternative method:
US
2 752 373 (Du Pont; 1956; appl. 1952),
US 2 752 374 (Du Pont: 1956; appl. 1952),
US 2 792 406 (Du Pont; 1957; appl. 1954),
US 3 049 549 (Research Corp. ert. 1962; appl. 1954).
US 3 223
71 2 (Yarnanouchi; 14.12.1965; J-prior. 18.7.1960, 25.7.1960, 29.7.1960, 18.8.1960, 1.9.1960,
12.10.1960, 26.12.1960, 12.6.1961).
Tsuji, J. et a].:
J.
Org. Chem. (JOCEAH)
43,

3606 (1978).
Bullock et a].:
J.
Am. Chern. Soc. (JACSAT)
74,
1868 (1952).
Formulation(s):
amp. 150 mg, 300
mg,
600 mg; cps. 200mg, 250 mg, 300 mg; drg. 20
mg,
25 mg; f. c.
tabl.
100 mg, 200 mg, 300 mg, 600 mg
Trade Nanze(s):
D: Alpha-Lipon Stada (Stada)
alpha-Vibolex
(Chephasaar)
Azulipont (Azupharma)
Berlithion (Berlin-Chemie)
biomolipon (biomo)
duralipon (durachemie)
espalipon (esparma)
Fenint (Pharmacia
&
Upjohn)
Liponsaure-ratiopharm
(ratiopharm)
Neurium (Hexal)
Pleomix-Alpha

(Illa)
Thioctacid (ASTA Medica
AWD)
Thiogamma (Worwag)
Verla-Lipon (Verla)
Zeel (Heel)-comb.
I: Atoxan (Lagap)-comb.;
wfrn
Thiomersal
(Mercurothiolate sodique; Thimerosal)
Hepatosten
(~himi~harma); wfrn
Lipoatox (Salus); wfrn
Piruvasi
(Bruce)-comb.;
wfrn
Tioctamina (Morgan); wfrn
Tioctidasi (ISI); wfrn
Trofepar
(Ma1esci)-comb.;
wfrn
J:
Thioctsan (Otsuka)
ATC: D08AK06
Use: antiseptic
RN:
148-6 1-8 MF: C,H,,HgO,S
MW:
382.83 EINECS: 205-719-5
CN:

ethyl(2-mercaptobenzoato-S)mercury
sodium
salt
RN: 54-64-8 MF: CYHyHgNaO2S MW: 404.82 EINECS: 200-210-4
LD,,,: 45 mgkg (M, i.v.); 91
mglkg
(M, p.0.);
75 mgkg
(R,
p.0.)
thiosalicylic ethylmercury
ocid chloride
Reference(s):
US
1
672 61 5 (M. S. Kharasch; 1928; appl. 1927).
stabilization:
US
1
862 896 (M. S. Kharasch; 1932; appl. 1931).
US
2
012 820 (Lilly; 1935; appl. 1934).
wilh
EDTA:
US 2 864 844 (Lilly; 1958; appl. 1955).
use
in
ophthalnzic preparations:
US 3 767 788 (Burton, Parsons Chemicals; 23.10.1973; prior. 6.11.1968, 1.12.1969, 8.6.1970).