AMPHOTERICIN
B |
(1R-(1R',3S',5R',6R',9R',11R',15S',16R',17R',18S',19E,21E,23E,25E,27E,29E,31E,33R', 35S',36R',37S'))-33-(( 3-Amino-3,6-dideoxy-beta-D- mannopyranosyl)oxy)-1,3,5,6,9,11,17,37- octahydroxy-15,16,1 8-trimethyl-13-oxo-14,39-dioxabicyclo(33.3.1) nonatriaconta- 19,21,23,25,27,29,31-heptaene- 36-carboxylic acid; Abelcet; Abelecet; AmBisome; Amfotericina B; Amfotericina B; Ampho-Moronal; Amphocin; Amphotec; Amphotericin B; Amphotericine B; Amphotericine B; Amphotericinum B; Amphotericinum B; Amphozone; Fungilin; Fungizone; Mysteclin-F; Tegope; Other RN: 30782-62-8, 54482-28-9, 8055-20-7 |
|
PRODUCT
IDENTIFICATION
|
CAS
RN
|
1397-89-3 |
EINECS
RN |
215-742-2 |
FORMULA |
C47H73NO17 |
MOLE
WEIGHT
|
924.08 |
H.S.CODE
|
2941.90.1010 |
CLASSIFICATION |
Amebicide, Antibacterial, Anti-Infective, Antifungal, Antiparasitic, Antiprotozoal |
EXTRA NOTES
|
Macrolide antifungal antibiotic produced by Streptomyces nodosus obtained from soil of the Orinoco river region of Venezuela. |
PHYSICAL
AND CHEMICAL PROPERTIES
|
PHYSICAL
STATE |
white to off-white
powder |
MELTING
POINT |
|
BOILING
POINT |
|
DENSITY
|
|
SOLUBILITY
IN WATER |
Insoluble
(soluble in DMF, DMSO) |
pH |
|
VAPOR
DENSITY |
|
REFRACTIVE
INDEX
|
|
FLASH
POINT |
|
STABILITY AND REACTIVITY |
STABILITY |
Stable
under normal conditions. |
INCOMPATIBLE
MATERIALS
|
Strong
oxidizing agents
|
DECOMPOSITION PRODUCTS |
Carbon
oxides, nitrogen oxides
|
POLYMERIZATION |
Has not been reported |
NFPA
RATINGS
|
Health:2
, Flammability:0 , Reactivity:0
|
SAFETY
|
HAZARD
NOTES |
Target
Organ Effect (Kidney). Irritant. Prolonged or repeated
exposure may cause allergic reactions in certain sensitive
individuals. |
EYE
|
Cause eye irritation.
|
SKIN |
May
be harmful if absorbed through skin. Cause skin
irritation.
|
INGESTION |
May
be harmful if swallowed.
|
INHALATION |
May
be harmful if inhaled. Cause respiratory tract irritation.
|
CHRONIC |
|
TRANSPORT
& REGULATORY INFORMATION
|
UN
NO. |
|
HAZARD CLASS |
|
PACKING GROUP |
|
HAZARD SYMBOL
|
XI
|
RISK PHRASES |
36/37/38 |
SAFETY PHRASES |
26-36
|
EXTERNAL LINKS
& GENERAL
INFORMATION |
Amphotericin B is an amphoteric polyene macrolide antibiotic produced by
Streptomyces nodosus. Amphotericin B, formulated with
sodium deoxycholate, was the first parenteral amphotericin
B preparation available commercially. Because amphotericin
B deoxycholate is associated with certain dose-limiting
toxicities (principally nephrotoxicity), other parenteral
amphotericin B preparations have been developed with
lipid-based drug delivery systems. Amphotericin B is
now commercially available as amphotericin B cholestryl
sulfate complex (Amphotec), amphotericin B lipid complex
(Abelcet), and amphotericin B liposomal (AmBisome).
(http://aidsinfo.nih.gov/)
Amphotericin B is a polyene antifungal derived from
Streptomyces nodosum. It has been widely used to treat
aspergillosis, candidiasis, coccidioidomycosis and cryptococcosis
since it was first isolated in 1953. It works by binding
to a sterol moiety on the surface of the organism, causing
cell death by increasing cell membrane permeability.
The clinical response does not always correlate with
the result of in vitro testing. Consider combined treatment
with flucytosine (q.v.) when managing systemic fungal
infection because amphotericin only penetrates the CSF
poorly. Fluconazole (q.v.) on its own may come to be
accepted as the treatment of choice for systemic Candida
albicans infection. Caspofungin (see web commentary)
may be tried if systemic infection with a Candida organism
fails to respond to amphotericin. (http://www.blackwellpublishing.com/)
Pharmacological Actions
- Amebicide
- Antibacteria
- Antiinfective
- Antifungal
- Antiparasitic
- Antiprotozoal
Polyenes Antimycotics
|
Product
|
CAS RN.
|
Amphotericin B
|
1397-89-3
|
Filipin
|
480-49-9
|
Fungimycin |
11016-07-2 |
Hamycin
|
1403-71-0
|
Natamycin
|
7681-93-8
|
Nystatin
|
1400-61-9
|
Pimaricin
|
7861-93-8
|
Rimocidin
|
1393-12-0
|
|
SALES
SPECIFICATION
|
APPEARANCE |
white to off-white
powder |
ASSAY
|
750µg/mg min |
LOSS
ON DRYING
|
5.0%
max
|
RESIDUE ON IGNITION |
1.5%
max
|
AMPHOTERICIN A |
15.0%
min
|
|