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

 AMPHOTERICIN B

 

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

 

PACKING

 

 

PRICE INFORMATION