Clidinium
bromide
C
501
potassium
cyanide
1.
AICI3
'if
2.
H,,
Pd-C
V
,
11
1.
olurninurn N-chlaro-
chloride succinimide
?ejerence(s):
I
Juby,
P.F.
et al.:
J.
Med. Chcm. (JMCMAR) 15,1297 (1972).
(alternative synthesis described)
DOS
2
004 038 (Bristol-Myers; appl. 29.1.1970; USA-prior. 3 1.1.1969).
US
3

565 943 (Bristol-Myers; 23.2.1971; prior. 17.9.1969, 3 1.1.1969).
US
3
663 627 (Bristol-Myers; 16.5.1972; prior. 1.6.1970).
lltemative synthesis:
10s
2
330 856 (Takeda; appl. 16.6.1973; J-prior. 19.6.1972, 21.1 1.1972).
"'
Name(s):
:
Britai (Bristol-Banyu) Indanol (Takeda)
3idinium
bromide
ATC: A03C~02
Use: anticholinergic
N:
3485-62-9 MF: C22H2,BrN0,
MW:
432.36 EINECS: 222-471-3
,DS0:
16 mgkg (M, i.v.); 492 mgkg
(M,
p.0.);
26 mgkg (dog, i.v.)
!N:
3-[(hydroxydiphenylacetyl)oxy]-l-methyl-l-azoniabicyclo[2.2.2]octane
bromide
methyl iso- ethyl bromo-
nicotinote acetate

2.
HCI
b
"+
H2,
PtO
3-0x0-
quinuclidine
3-hydroxy-
quinuclidine
(11)
502
C
Clindamycin
brnzilic
chloride
Clidinium
bromide
Reference(s):
US 2 648 667 (Hoffmann-La Roche; 1955; prior. 1951).
Formulation(s): drg. 2.5 mg
Trade Name(s):
D: Librax (Roche)-comb. with
GR:
Libraxin (Roche)-comb.
I:
Librax (Roche)-comb.
with
chlorodiazepoxide; wfm with chlorodiazepoxide; chlorodiazepoxide
F: Librax (Roche)-comb. with wfm USA: Librax (Roche)-comb.

with
chlorodiazepoxide chlorodiazepoxide
Clindamycin
ATC: DIOAFOI;
GOIAAIO;
JOIFFOI
Use: antibiotic
RN: 18323-44-9 MF: C,,H&1N,05S MW: 424.99 EINECS: 242-209-1
LDso: 2618 mgkg (R, s.c.)
CN:
(2s-trans)-methyl
7-chloro-6,7,8-trideoxy-6-[[(I
-methyl-4-propyl-2-pyrrolidinyl)carbonyl]amino]-l-thio-
L-threo-a-D-gulucto-octopyranoside
monohydrochloride
RN: 21462-39-5 MF: C,,H&IN205S
.
HCI MW: 461.45 EINECS: 244-398-6
LD,,,: 245 mglkg (M, i.v.); 2539 mgkg (M, p.0.);
2193 mgkg
(R,
p.0.)
Clindamycin
I
Reference(s):
US 3 496 163.
DE
1
795 740
US

3
418 414 (Upjohn; 24.12.1968; appl. 31.8.1966).
US
3
475 407 (Upjohn; 28.10.1969; appl. 22.12.1967).
US 3 509 127 (Upjohn; 28.4.1970; appl. 30.4.1968).
use as antimalarinl:
US 3 627 887 (Upjohn; 14.12.1971; appl. 17.10.1969).
Clinofibrate
C
503
Rydon
reagent:
Landauer, S.R.; Rydon,
H.N.:
1.
Chem. Soc. (JCSOA9) 1953,2224.
Coe, D.G. et al.:
J.
Chem. Soc. (JCSOA9) 1954,2281.
Rydon,
H.N.;
Tonge, B.L.: J. Chem. Soc. (JCSOA9) 1956,
3043.
Formulation(s):
amp. 300 mg12 ml, 600 mgl4 ml, 900 mg16 ml; cps. 150 mg, 300 mg; gel 10 mglg;
sol. 10 mglml (as hydrochloride or phosphate); vaginal cream 20 mg
Trade Namefs):
D: Sobelin (Upjohn; 1968) Clinamycina (Savoma) USA: Clcocin (Pharmacia
&

generics
Dalacin C (Pharmacia
&
Upjohn; 1970)
F:
Dalacine (Pharmacia
&
Upjohn; 1969) Clinda-Derm (Paddock)
Upjohn; 1972)
I:
Dalacin C (Upjohn) Clindets Pledgets (Stiefel)
GB:
Cleocin (Upjohn) 1: Dalacin (Upjohn; 197 1)
Clinofibrate
ATC: B04AC
Use: antihyperlipidemic, clofibrate
derivative
RN: 30299-08-2 MF: C2,H3,0, MW: 468.59
LD,,: 255 mglkg (M, i.p.); 1800 mglkg (M, p.0.); 410 mglkg (M, s.c.);
205 mag (R, i.p.); A000 mglkg (R, p.o.1; 2200 mglkg (R, s.c.)
CN:
2,2'-[cyclohexylidenebis(4,1-phenyleneoxy)]bis[2-methylbutanoic
acid]
cyclo-
phenol
hexanone
u
1
.l
-bis(4-hydroxy-

phenyl)cyclohexone
(I)
2-butonone
I
Clinofibrate
1
0
KOH
I+
gcVqcH3+
CHC13
-
Referencefs):
-
US 3 716 583 (Sumitomo; 13.2.1972; appl. 7.4.1970; J-prior. 16.4.1969).
US
3
821 404 (Sumitomo; 28.6.1974; J-prior. 16.4.1969).
DOS 2 017 331 (Sumitomo; appl. 10.4.1970; 1-prior. 16.4.1969,2.5.1969).
0
COOH
{FxH03v3c
I
XCH,
synthesis
of
1,l-bis(4-hydroxyphenyl)cyclohexane:
DD46 281 (G. Drefahl,
E.
Littmann; appl. 22.1.1962).

Formulation(s):
tabl. 100 mg, 200 mg
Trade Namefs):
I:
Deslipoze (Kowa Yakuhin) Lipirate (Hishiyama) Lipofibrate (Taiyo)
Lipaderin (Uji) Lipoclin (Sumitomo; 1981) Prinmate (Sawai)
504
C
Clioquinol
Clioquinol
(Chloroiodoquine; Iodochlorhydroxyquin)
ATC: D08AH30; D09AA10; GOlAC02;
PO
I
AA02; S02AA05
Use: wound- and bowel-antiseptic
RN: 130-26-7 MF: C9HsC11N0 MW: 305.50 EINECS: 204-984-4
LD,,,: 69 mgkg (M, p.0.);
>5 g/kg (R, p.0.)
CN:
5-chloro-7-iodo-8-quinolinol
oxyquinoline
5-chloro-B-
(4-
V-1
hydroxyquinoline
Reference(s):
DRP
1
17 767 (Ciba; 1899).

Formulation(s):
cream
3
gI100 g; emulsion 0.5 g1100 g; ointment 3 g/100 g
Trade Name(s):
D: Linola-sept (Wolff)
Locacorten-Vioform
(Novartis
Pharma)-comb.
Millicorten-Viofoml
I:
(Novartis Pharma)-comb.
F:
Diprosept (Schering-
Plough)-comb.
GB: Betnovate-C (Glaxo
Wellcome)-comb.
Locorten-Vioform
(Novartis)-comb.
Synalar C (Zeneca)-comb.
Vioform-hydrocortisone
(Novartis)-comb.
Dermadex Chino1
J:
(SmithKline Beecham)-
comb.
Diproform (Schering-
Plough)-comb.
Iodoclorossich TI (Tariff. USA:
Integrativo)

Locorten (Zy ma)-comb.
Reticus (Farmila)-comb.
Viobeta
(ID1)-comb.
Viocidina (IDI)
Emaform (Tanabe)
Entero-Vioform (Ciba-
Geigy
-Takeda)
Mexaform (Ciba-Geigy-
Takeda)-comb.
Racet (Lemmon)-comb.;
wfm
Vioform (Ciba); wfm
-
-
Clobazam
ATC: N05BA09
Use: minor tranquilizer
RN:
223 16-47-8 MF: CI6H,,C1N2O2 MW: 300.75 EINECS: 244-908-7
LD,,,: 5 10 mgkg (M, i.p.); 840 mgkg (M, p.0.);
>2000 mglkg (R, p.0.)
CN: 7-chloro-1 -methyl-5-phenyl- 1
H-
1.5-benzodiazepine-2,4(3H,SH)-dione
1
-3-dichloro-
benzene
CI

nNo2
6
5-chloro-2-
nitrodiphenyl-
arnine
(I)
Clobenoside
C
505
I
manoethyl
rnolonyl
chloride
1
-demethyl-
clobazam
(11)
Clabazam
L
DAS
1 793 837 (Roussel-Uclaf; appl. 14.12.1967; I-prior. 14.12.1966).
US 3 984 398 (Roussel-Uclaf; 5.10.1 976; I-prior. 14.12.1966).
US 3 836 653 (Boehringer Ing.; 17.9.1974; D-prior. 7.2.1967, 18.1.
DOS 1 670 190 (Boehringer Ing.; appl. 7.2.1967).
DOS 1 670 306 (Boehringer Ing.; appl. 18.1.1968).
Weber,
K.H.
et
al.:
Justus Liebigs Ann. Chem. (JLACBF) 756, 128

I-demethylclobazam:
DAS
1 668 634 (Roussel-Uclaf; appl. 14.12.1967; I-prior. 14.12.19
synthesis
of
5-chloro-2-nitrodiphenylamine:
Laubenheimer: Ber. Dtsch. Chem. Ges. (BDCGAS) 9,771 (1876).
combination with
nomifensine:
DOS 2 724 683 (Hoechst; appl. 1.6.1977).
Formulation(s):
cps 10 mg; tabl. 10 mg, 20 mg
Tmde
Name(s):
D:
Frisium (Hoechst; 1977) GB: Frisium (Hoechst; 1979)
F:
Urbanyl (SynthClabo; I: Frisium (Hoechst Italia
1975) Sud)
Clobenoside
ATC: C05
Use: anti-inflammatory, vasoprotective
RN:
29899-95-4
MF:
C2sH,2C1,0,
MW:
499.43 EINECS: 249-940-5
CN:
ethyl

5,6-bis-0-[(4-chlorophenyl)methyl]-3-O-propyl-~-glucofuranoside
506
C
Clobenzorex
1.25.6-di-0-
isopropylidene-
a-0-glucofuronose
1.
HCI. CH30H
2.
Hz.
Pd-C
I *
NoOH
+
Br-/CH2
+
ally1
bromide
'3'3
1.2-0-isopropylidene-
3-O-propyl-a-O-
glucofuronose
HCI.
C2H50H
A
KOH
.
I1
4-chlorobenzyl

chloride
I
Clobenoside
Reference(s):
DOS
1
793 338 (Ciba-Geigy; appl. 3.9.1968; CH-prior. 11.9.1967).
US 3 665 884 (Ciba-Geigy; 11.4.1972; CH-prior. 1 1.9.1967).
-
US 3 542 76
1
(Ciba-Geigy; 24.11.1970; appl. 25.4.1968; CH-prior. 1 1.9.1967).
synthesis of
I
,2-O-isopropylidene-3-O-propy~-a-~-glucofuranose:
DOS 2 031 161 (Ciba; appl. 24.6.1970; CH-prior. 3.7.1969).
Cunningham, J. et al.: Tetrahedron Lett. (TELEAY)
19,
1191 (1964).
Corbettand, W.M.; McKay, J.E.: J. Chem. Soc. (JCSOA9), 2930 (1961).
Fomulation(s):
tabl. 200 mg, gel
Trade Narne(s):
CH: Aglidin (Zyma)
Arvigol (Zyma)
Finocal (Zyma)
Flogasol (Vifor)
Clobenzorex
ATC: A08AA08
Use: appetite depressant

RN:
13364-32-4 MF: C,,H,,CIN MW. 259.78 EINECS: 236-434-4
CN:
(+)-N-[(2-chlorophenyl)methyl]-a-methylbenzeneethanamine
Clobenztropine
C
507
hydrochloride
RN: 5843-53-8 MF: C,,H,,ClN. HCl MW: 296.24 EINECS: 227-434-5
LD,:
103 mg/kg (M,
i.p.);
::
I03 mglkg
(R,
i.p.)
dexomphet-
2-chloro-
omme
benzaldehyde
Clobenzorex
Reference(s):
FR
1 429 306 (S.
I.
F.
A,;
appl. 23.1 1.1964).
Formulation(s):
cps. 30 rng (as hydrochloride)

Trade Name(s):
F:
Dinintel (Roussel Diarnant;
as hydrochloride)
Clobenztropine
(Chlorobenztropine)
ATC: R06
Use: antihistarninic
RN: 5627-46-3 MF: C,,Hz4C1N0 MW: 341.88
CN:
3-[(4-chlorophenyl)phenylmethoxy]-8-methyl-8-azabicyco[3.2.l]octane
hydrochloride
RN:
14008-79-8 MF: C2,Hz4CINO
.
HCI MW 378.34
LD,:
174 mglkg (M, p.0.);
364 mg/kg (R, p.0.)
xylene,
145-155
'C
H$-;>O
+
",-oc,
-
H
tropine
4-chlorobenz-
hydryl

chloride
I
Clobenztropine
I
Reference(s):
US
2
782 200 (Schenley Labs.; 1957; appl. 1955).
alternative synthesis
(with
4-chlorodiphenyldiazornethane):
US
2
799 680 (S. Promer; 1957; appl. 1954).
Trade Name(s):
USA: Teprin (Endo); wfm
'I
508
C
Clobetasol propionate
Clobetasol propionate
ATC: D07ADO1
Use: topical glucocorticoid
RN: 25122-46-7 MF: C2,H,,CIF0, MW: 466.98 EINECS: 246-634-3
LD,,: >3 g/kg (M, p.0.);
>3
dkg (R, p.0.)
CN:
(1 1
P,

16P)-21-chloro-9-fluoro- 16-methyl-17-(1
-oxopropoxy)pregna-1,4-diene-3,20-dione
clobetasol
RN: 25122-41-2 MF: C2,H28ClF0, MW: 410.91 EINECS: 246-633-8
belamethasone 17-propianate
(cf. betomethasone dipropionate
synthesis)
lithium acetone
chloride
methonesulfonyl
chloride
Clobetasol propianate
DE
1
902 340 (Glaxo; appl. 17.1.1969; GB-prior. 19.1.1968).
US 3 721 687 (Glaxo; 20.3.1973; GB-prior. 4.4.1968).
Formulation(s): cream 0.05
%;
ointment 0.05
%;
sol. 0.5 mglg (0.05
%)
Trade Name(s):
D: Dermoxin (Glaxo
WellcomelCascan; 1976)
Dermoxinale (Glaxo
WellcomelCascan; 1977)
Karison (Dermapharm)
F: Dermoval (Glaxo
Wellcome)

GB: Dermovate (Glaxo
Wellcome; 1973)
I:
Clobesol (Glaxo Myalore (Ohta)
Wellcome) Siodelbate (Tatsumi)
J:
Betaleston (Nihon Solvega (Hisamitsu)
Yaku hin) USA: Cormax (Oclassen)
Delspart (Kodama) Temovate (Glaxo
Dermovate (Glaxo; 1979) Wellcome; 1986)
Entyfluson (Taiyo)
Glydil (Shinshin)
Mahady (Wukamoto)
Clobetasone butyrate
ATC: D07ABO1; SOlBA09
Use: topical glucocorticoid
RN: 25 122-57-0 MF: C2,H3,C1FOS MW: 478.99 EINECS: 258-953-5
LD,,,: >6 glkg (M, p.0.);
>6 glkg (R, p.0.)
CN:
(16~)-21-chloro-9-fluoro-16-methyl-17-(1-oxobutoxy)pregna-1,4-diene-3,11,20-trione
Clobetasone butyrate
C
509
*
dobetasone
$
RN:
54063-32-0 MF: CzzH2,ClF0, MW: 408.90
betamethasane 17-butyrote methone-

sulfonyl
chloride
I
Clobetosone butyrote
I
Reference(s):
DE 1 902 340 (Glaxo; appl. 17.1.1969; GB-prior. 19.1 .l968).
US
3 721 687 (Glaxo; 20.3.1973; GB-prior. 4.4.1968).
cf,
synthesis of betamethasone- 17-butyrate
Formulation(s): eye drops 0.1
%;
cream, ointment 0.5 mg/g (0.05
%)
Tmde Name(s):
D: Emovate (Glaxo; 1980) Trimovate (Glaxo Visucloben (Merck Sharp
GB:
Clobuvate (Dominion) Wellcome)-comb.
&
Dohme)
Eumovate (Glaxo
I:
Eumovate (Glaxo; 1983)
J:
Kindavate (Glaxo; 1984)
Wellcome; 1975)
510
C
Clobutinol

Clobutinol
ATC: R0SDR03
Use: antitussive
RN: 14860-49-2 MF: C14H22CIN0 MW: 255.79 EINECS: 238-926-4
LD,,: 53 mglkg
(M,
i.v.); 334 rnglkg (M, p.0.);
63 mg/kg (R. i.v.); 802 mglkg (R, p.0.);
45.3 mglkg (dog, i.v.)
CN:
4-chloro-a-[2-(dimethylamino)-l-methylethyl]-a-rnethylbenzeneethanol
hydrochIoride
RN: 1215-83-4 MF: CI,H,,CINO~ HC1 MW: 292.25 EINECS: 214-931-7
LD,,,: 40.9 mglkg (M, i.v.); 334 mglkg (M, p.0.);
63 mglkg
(R,
i.v.); 802 rnglkg (R, p.0.);
45.3 mglkg (dog, i.v.)
4-chlorobenzyl- 4-dimethylomino-
I
Clobutinol
magnesium
chloride
3-methyl-2-butanone
Refereta(s):
DE 1 146 068 (Thomae; appl. 21.3.1959).
DE 1 150 686 (Thomae; appl. 12.5.1960).
US 3 121 087 (Thomae; 11.2.1964; prior. 18.3.1960, 28.6.1961).
Engelhorn, R.: Arzneh-Forsch. (ARZNAD) 10,794 (1960).
alternative synthesis:

DE 1 153 380 (Thomae; appl. 21.5.1959).
Formulation(s):
amp. 20 mg12 rnl; drg. 40 mg; cps. 40 mg, 80 mg; drops 40 mg10.67 rnl; syrup 40 mg/lOml
(a
hydrochloride)
Trade Name(s):
D:
Mentopin (Hermes) Silomat (Boehringer Ing.) Silornat cornpos~turn
Nullatuss (Pharma Tussamed (Hexal) (Fher)-comb.
Wernigerode) F. Silomat (Boehringer Ing.)
J:
S~lomat (Morishita)
Rotafuss (MIP Pharrna)
I:
Silomat (Fher)
Clocapramine
ATC:
SOIB
Use: thyrnoleptic
RN: 47739-98-0 MF: C2,H,,CIN,0 MW: 481.08
CN:
I'-[3-(3-chloro-10,11-dihydro-SH-d1benz[bJlazepin-5-yl)propyl][1,4'-bipiperidine]-4'-carboxamide
hydrochloride hydrate
RN: 28058-62-0 MF: C2,H3,C12N,0
.
HC1. H20 MW: 572.02