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Clofazimin

Clofazimine Struktur
2030-63-9
CAS-Nr.
2030-63-9
Bezeichnung:
Clofazimin
Englisch Name:
Clofazimine
Synonyma:
Lamprene;3-(p-chloranilino)-10-(p-chlorphenyl)-2,10-dihydro-2-(isopropylimino)-phenaz;4-chloro-N-(5-(4-chlorophenyl)-3,5-dihydro-3-isopropyliminophenazin-2-yl)aniline;b-663;g30320;lampren;nsc-141046;CLOFAZIMINE;Clofazimina;chlofazimine
CBNumber:
CB6273466
Summenformel:
C27H22Cl2N4
Molgewicht:
473.4
MOL-Datei:
2030-63-9.mol

Clofazimin Eigenschaften

Schmelzpunkt:
210-212°
Siedepunkt:
616.26°C (rough estimate)
Dichte
1.1342 (rough estimate)
Brechungsindex
1.6300 (estimate)
storage temp. 
2-8°C
L?slichkeit
Practically insoluble in water, soluble in methylene chloride, very slightly soluble in ethanol (96 per cent). It shows polymorphism (5.9).
pka
8.37; also reported as 8.51(at 25℃)
Aggregatzustand
Solid
Farbe
Yellow to Amber to Dark red
Wasserl?slichkeit
10mg/L(temperature not stated)
Merck 
14,2373
BCS Class
4/3
Sicherheit
  • Risiko- und Sicherheitserkl?rung
  • Gefahreninformationscode (GHS)
Kennzeichnung gef?hrlicher Xn,Xi
R-S?tze: 22-36/37/38
S-S?tze: 36-26
WGK Germany  3
RTECS-Nr. SG1578000
HS Code  35040000
Toxizit?t LD50 orally in mice, rats, and guinea pigs: >4 g/kg (Stenger)
Bildanzeige (GHS) GHS hazard pictograms
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H315 Verursacht Hautreizungen. Hautreizung Kategorie 2 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P280, P302+P352, P321,P332+P313, P362
H319 Verursacht schwere Augenreizung. Schwere Augenreizung Kategorie 2 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P280, P305+P351+P338,P337+P313P
H335 Kann die Atemwege reizen. Spezifische Zielorgan-Toxizit?t (einmalige Exposition) Kategorie 3 (Atemwegsreizung) Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" />
H413 Kann für Wasserorganismen sch?dlich sein, mit langfristiger Wirkung. Langfristig (chronisch) gew?ssergef?hrdend Kategorie 4
Sicherheit
P264 Nach Gebrauch gründlich waschen.
P264 Nach Gebrauch gründlich waschen.
P280 Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.
P302+P352 BEI BERüHRUNG MIT DER HAUT: Mit viel Wasser/... (Hersteller kann, falls zweckm??ig, ein Reinigungsmittel angeben oder, wenn Wasser eindeutig ungeeignet ist, ein alternatives Mittel empfehlen) waschen.
P305+P351+P338 BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach M?glichkeit entfernen. Weiter spülen.
P321 Besondere Behandlung
P332+P313 Bei Hautreizung: ?rztlichen Rat einholen/?rztliche Hilfe hinzuziehen.
P362 Kontaminierte Kleidung ausziehen und vor erneutem Tragen waschen.

Clofazimin Chemische Eigenschaften,Einsatz,Produktion Methoden

R-S?tze Betriebsanweisung:

R22:Gesundheitssch?dlich beim Verschlucken.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.

S-S?tze Betriebsanweisung:

S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.

Chemische Eigenschaften

Red Solid

Verwenden

antiinflammatory, glucocorticoid

Definition

ChEBI: 3-Isopropylimino-3,5-dihydro-phenazine in which the hydrogen at position 5 is substituted substituted by a 4-chlorophenyl group, and that at position 2 is substituted by a (4-chlorophenyl)amino group. A dark red crystalline solid, clofazimine is an antimyc bacterial and is one of the main drugs used for the treatment of multi-bacillary leprosy. However, it can cause red/brown discolouration of the skin, so other treatments are often preferred in light-skinned patients.

Indications

Clofazimine is a weakly bactericidal dye that has some activity against M. leprae. Its precise mechanism of action is unknown but may involve mycobacterial DNA binding. Its oral absorption is quite variable, with 9 to 70% of the drug eliminated in the feces. Clofazimine achieves significant concentrations in tissues, including the phagocytic cells; it has a plasma half-life of 70 days. It is primarily excreted in bile, with less than 1% excretion in urine.

Antimicrobial activity

The mode of action is not fully understood. It has bacteristatic and weak bactericidal activity against several species of mycobacteria and some species of Actinomyces and Nocardia. In-vitro minimum inhibitory concentrations (MICs) are: M. tuberculosis 0.5 mg/L and M. leprae (assayed in a mouse model) 0.1–1 mg/L, but these MICs have limited clinical relevance as clofazimine shows marked differences in accumulation in various tissues. Activity against M. leprae is demonstrable in humans only after 50 days of therapy. Clofazimine resistance, although reported, appears to be rare.

Pharmazeutische Anwendungen

One of a number of substituted iminophenazine dyes originally synthesized as potential antituberculosis agents. It is almost insoluble in water. It stimulates various phagocyte functions including release of free oxygen radicals, but it is not clear whether this contributes to its antimicrobial activity. It also has anti-inflammatory properties, attributed to its ability to inhibit certain patterns of intracellular T-cell receptor- mediated signaling, making it a useful drug for treating leprosy reactions and possibly other autoimmune processes.

Pharmakokinetik

Clofazimine is well absorbed by the intestine and is taken up by adipose tissue and cells of the macrophage/monocyte series, including those in the intestinal wall. It has a very long half-life (variously estimated as 10–70 days) and is eliminated, mostly unchanged, in the urine and feces.

Pharmakologie

Clofazimine is a substituted iminophenazine that was first proposed for treating leprosy in 1962; however, it entered into medical practice toward the end of the 1980s. The mechanisms of its action is not definitively known, although there is the assumption that it can inhibit the formation of matrixes with DNA, which leads to a delay in the growth of mycobacteria. Clofazimine exhibits a bactericidal effect between that of dapsone and rifampicin. Synonym of this drug is lamprene.

Clinical Use

Multibacillary leprosy (in combination with other anti-leprosy drugs)
Erythema nodosum leprosum (anti-inflammatory activity)
Clofazimine has been suggested as a drug for treatment of MDR tuberculosis, although its efficacy is unproven. It has been used to treat M. ulcerans infection (Buruli ulcer) but with limited responses. Use in disease caused by mycobacteria of the M. avium complex is no longer recommended as more effective and less toxic alternative agents are available.

Nebenwirkungen

Clofazimine is usually well tolerated, but some patients develop nausea, abdominal pain and diarrhea, relieved to some extent by taking the drug with a meal or glass of milk. Dose-related, reversible, skin discoloration is very common and is unacceptable to some patients. Discoloration of the hair, cornea, urine, sweat and tears also occurs. Infants born to mothers receiving clofazimine are reversibly pigmented at birth. Edema of the wall of the small intestine leading to subacute obstruction is a rare but serious complication of prolonged high-dose therapy for leprosy reactions. Deposition of clofazimine in lymph nodes may interfere with lymphatic drainage, occasionally manifesting as edema of the feet.

l?uterung methode

Clofazimine recrystallises from acetone as dark red crystals. Its solubility in CHCl3 and EtOH is 7% and 0.1%, respectively,at room temperature. It is insoluble in H2O. It is antibacterial. [Barry et al. J Chem Soc 859 1958, Beilstein 25 III/IV 3033.]

Clofazimin Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Clofazimin Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

Global( 218)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512
info@tianfuchem.com China 21634 55
Hangzhou FandaChem Co.,Ltd.
+8615858145714
FandaChem@Gmail.com China 9087 55
career henan chemical co
+86-0371-86658258 +8613203830695
sales@coreychem.com China 29880 58
Biochempartner
0086-13720134139
candy@biochempartner.com CHINA 965 58
Hubei Jusheng Technology Co.,Ltd.
18871490254
linda@hubeijusheng.com CHINA 28172 58
Chongqing Chemdad Co., Ltd
+86-023-6139-8061 +86-86-13650506873
sales@chemdad.com China 39894 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427
sales@conier.com China 49374 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000
marketing@targetmol.com United States 32161 58
Hefei TNJ Chemical Industry Co.,Ltd.
+86-0551-65418671 +8618949823763
sales@tnjchem.com China 34563 58
Dorne Chemical Technology co. LTD
+86-86-13583358881 +8618560316533
Ethan@dornechem.com China 3096 58

2030-63-9(Clofazimin)Verwandte Suche:


  • 2-phenazinamine,3,5-dihydro-n,5-bis(4-chlorophenyl)-3-((1-methylethyl)imino)
  • b-663
  • b663(pharmaceutical)
  • N,10-Bis[4-chlorophenyl]-2,10-dihydro-2-[[1-methylethyl] imino]-3-phenazinamine
  • N,5-Bis(4-chlorophenyl)-3,5-dihydro-3-(isopropyliaino)phenazin-2-amine
  • 3-(p-Chloroanilino)-10-(p-Chlorophenyl)-2,10-dihydro-2-(iso-propylimi-no)phenazine
  • nsc-141046
  • phenazine,2,10-dihydro-3-(p-chloroanilino)-10-(p-chlorophenyl)-2-(isopropylimi
  • RIMINOPHENAZINE
  • N,5-BIS(4-CHLOROPHENYL)-3,5-DIHYDRO-3-(ISOPROPYLIMINO)PHENAZIN-2-AMINE
  • CLOFAZIMINE
  • Clofazimine (200 mg)
  • 2-(4-Chloroanilino)-3-isopropyliMino-5-(4-chlorophenyl)-3,5-dihydrophenazine
  • N,5-Bis(4-chlorophenyl)-3,5-dihydro-3-[(1-Methylethyl)iMino]-2-phenazinaMine
  • 2-Phenazinamine, N,5-bis(4-chlorophenyl)-3,5-dihydro-3-[(1-methylethyl)imino]-
  • chlofazimine
  • g30320
  • lampren
  • 3,5-dihydro-n,5-bis(4-chlorophenyl)-3-((1-methylethyl)imino)
  • (4-chlorophenyl)-[5-(4-chlorophenyl)-3-isopropylimino-phenazin-2-yl]amine
  • N,5-bis(4-chlorophenyl)-3-propan-2-ylimino-phenazin-2-amine
  • N,5-bis(4-chlorophenyl)-3-propan-2-yliminophenazin-2-amine
  • Clofazimine >
  • Clofazimine for system suitability CRS
  • Clofazimine CRS
  • Clofazimine USP/EP/BP
  • Clofazimine (1.0mg/ml in Acetonitrile) See KIT3553
  • N,5-Bis(4-chlorophenyl)-3-[(1-methylethyl)imino]-3,5-dihydrophenazin-2-amine
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  • Clofazimine (1138904)
  • (-)-Hexaconazol
  • 3-(p-chloranilino)-10-(p-chlorphenyl)-2,10-dihydro-2-(isopropylimino)-phenaz
  • 4-chloro-N-(5-(4-chlorophenyl)-3,5-dihydro-3-isopropyliminophenazin-2-yl)aniline
  • Lamprene
  • N,5-Bis(4-chlorophenyl)-3-(isopropylimino)-3,5-dihydrophenazin-2-amine
  • Clofazimina
  • Clomifene Impurity 17
  • 2030-63-9
  • 2030-30-9
  • C27H22Cl2N4
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