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Basic Information
CAS No.: 2030-63-9
Name: Clofazimine
Molecular Structure:
Molecular Structure of 2030-63-9 (Clofazimine)
Formula: C27H22Cl2N4
Molecular Weight: 473.404
Synonyms: Phenazine,3-(p-chloroanilino)-10-(p-chlorophenyl)-2,10-dihydro-2-(isopropylimino)-(6CI,7CI,8CI);2-(4-Chloroanilino)-3-isopropylimino-5-(4-chlorophenyl)-3,5-dihydrophenazine;2-p-Chloroanilino-5-p-chlorophenyl-3,5-dihydro-3-isopropyliminophenazine;3-(p-Chloroanilino)-10-(p-chlorophenyl)-2,10-dihydro-2-(isopropylimino)phenazine;B 663 (pharmaceutical);Clofazimine;G 30320;Hansepran;Lampren;Lamprene;NSC 141046;
EINECS: 217-980-2
Density: 1.29 g/cm3
Melting Point: 210-212°
Boiling Point: 566.9 °C at 760 mmHg
Flash Point: 296.7 °C
Solubility: 10mg/L(temperature not stated)
Hazard Symbols: HarmfulXn, IrritantXi
Risk Codes: 22-36/37/38
Safety: 36-26
PSA: 42.21000
LogP: 7.61120
Synthetic route
84803-71-4

1,5-bis-(4-chloro-phenyl)-2,2-dimethyl-2,5-dihydro-1H-imidazo[4,5-b]phenazine

2030-63-9

clofazimine

Conditions
ConditionsYield
With ethanol; platinum Hydrogenation;

3-amino-2-(4-chloro-anilino)-5-(4-chloro-phenyl)-phenazinium; chloride

75-31-0

isopropylamine

2030-63-9

clofazimine

75-31-0

isopropylamine

102262-55-5

N,5-bis(4-chlorophenyl)-3-imino-3,5-dihydrophenazin-2-amine

2030-63-9

clofazimine

Conditions
ConditionsYield
In 1,4-dioxane Reflux;61 g
2030-63-9

clofazimine

106690-93-1

4-bromo-3-(2-bromo-4-chloroanilino)-10-(4-chlorophenyl)-2,10-dihydro-2-isopropylminophenazine

Conditions
ConditionsYield
With bromine In tetrachloromethane; chloroform for 8h;78%
2030-63-9

clofazimine

115603-94-6

5-(4-chloro-phenyl)-2-(2,N-dibromo-4-chloro-anilino)-3-isopropylamino-phenazinium betaine

Conditions
ConditionsYield
With chloroform; bromine
2030-63-9

clofazimine

106691-12-7

{1-Chloro-5-(4-chloro-phenyl)-3-[(Z)-isopropylimino]-3,5-dihydro-phenazin-2-yl}-(2,4-dichloro-phenyl)-amine

Conditions
ConditionsYield
With sulfuryl dichloride
2030-63-9

clofazimine

cucurbit[7]uril

C27H22Cl2N4*C42H42N28O14*H(1+)

Conditions
ConditionsYield
With sodium acetate; hydrogen chloride In water-d2 pH=2;
2030-63-9

clofazimine

3-(p-chloroanilino)-10-(p-chlorophenyl)-2,10-dihydro-2-(isopropylimino)phenazine hydrochloride

Conditions
ConditionsYield
With ammonium chloride In methanol; water
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Specification

The Clofazimine, with CAS registry number 2030-63-9, has the systematic name of (3Z)-N,5-bis(4-chlorophenyl)-3-isopropylimino-phenazin-2-amine. And its IUPAC name is N,5-bis(4-chlorophenyl)-3-propan-2-yliminophenazin-2-amine. What's more, its EINECS is 217-980-2.

Physical properties of Clofazimine: (1)ACD/LogP: 7.26; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 5.3; (4)ACD/LogD (pH 7.4): 6.11; (5)ACD/BCF (pH 5.5): 2111.2; (6)ACD/BCF (pH 7.4): 13667.52; (7)ACD/KOC (pH 5.5): 2303.57; (8)ACD/KOC (pH 7.4): 14912.88; (9)#H bond acceptors: 4; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 39.99 Å2; (13)Index of Refraction: 1.666; (14)Molar Refractivity: 136.18 cm3; (15)Molar Volume: 366 cm3; (16)Polarizability: 53.98×10-24cm3; (17)Surface Tension: 47 dyne/cm; (18)Enthalpy of Vaporization: 85.11 kJ/mol; (19)Vapour Pressure: 7.19E-13 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
The Clofazimine irritates to eyes, respiratory system and skin. When use it, wear suitable protective clothing, gloves and eye/face protection. If contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: CC(C)\N=C/2\C=C/3\N(c4ccccc4\N=C\3\C=C\2\Nc1ccc(Cl)cc1)c5ccc(Cl)cc5
(2)InChI: InChI=1/C27H22Cl2N4/c1-17(2)30-24-16-27-25(15-23(24)31-20-11-7-18(28)8-12-20)32-22-5-3-4-6-26(22)33(27)21-13-9-19(29)10-14-21/h3-17,31H,1-2H3/b30-24-
(3)InChIKey: WDQPAMHFFCXSNU-KRUMMXJUBA
(4)Std. InChI: InChI=1S/C27H22Cl2N4/c1-17(2)30-24-16-27-25(15-23(24)31-20-11-7-18(28)8-12-20)32-22-5-3-4-6-26(22)33(27)21-13-9-19(29)10-14-21/h3-17,31H,1-2H3/b30-24-
(5)Std. InChIKey: WDQPAMHFFCXSNU-KRUMMXJUSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 oral 4400mg/kg (4400mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 20, Pg. 794, 1970.
mouse LD50 oral > 5gm/kg (5000mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 20, Pg. 794, 1970.
rabbit LD50 oral 1500mg/kg (1500mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 20, Pg. 794, 1970.
rat LD50 oral 8400mg/kg (8400mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Arzneimittel-Forschung. Drug Research. Vol. 20, Pg. 794, 1970.