AI-850

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 204260

CAS#: NONE

Description: AI-850 is Acusphere's patented formulation of paclitaxel, the active ingredient in the cancer drugs, Taxol® (Bristol-Myers Squibb Company) and Abraxane® (Celgene Corporation). AI-850, is a cremaphor-free formulation of paclitaxel. Cremaphor is an oil used in the Taxol formulation to dissolve paclitaxel. Because of the Cremaphor, Taxol has many side effects that require premedication and it must be infused slowly over a three hour period. AI-850 eliminates the side effects associated with Cremaphor and can be injected as a bolus. The worldwide rights to AI-850 were licensed to Cephalon in 2008.


Chemical Structure

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AI-850
CAS# NONE

Theoretical Analysis

MedKoo Cat#: 204260
Name: AI-850
CAS#: NONE
Chemical Formula: C47H51NO14
Exact Mass: 853.33096
Molecular Weight: 853.91
Elemental Analysis: C, 66.11; H, 6.02; N, 1.64; O, 26.23

Size Price Shipping out time Quantity
Inquire bulk and customized quantity

Pricing updated 2021-03-07. Prices are subject to change without notice.

AI-850, purity > 98%, is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.

Synonym: AI850; AI 850; AI-850.

IUPAC/Chemical Name: (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-9-(((2R,3S)-3-benzamido-2-hydroxy-3-phenylpropanoyl)oxy)-12-(benzoyloxy)-4,11-dihydroxy-4a,8,13,13-tetramethyl-5-oxo-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-1H-7,11-methanocyclodeca[3,4]benzo[1,2-b]oxete-6,12b-diyl diacetate

InChi Key: RCINICONZNJXQF-MZXODVADSA-N

InChi Code: InChI=1S/C47H51NO14/c1-25-31(60-43(56)36(52)35(28-16-10-7-11-17-28)48-41(54)29-18-12-8-13-19-29)23-47(57)40(61-42(55)30-20-14-9-15-21-30)38-45(6,32(51)22-33-46(38,24-58-33)62-27(3)50)39(53)37(59-26(2)49)34(25)44(47,4)5/h7-21,31-33,35-38,40,51-52,57H,22-24H2,1-6H3,(H,48,54)/t31-,32-,33+,35-,36+,37+,38-,40-,45+,46-,47+/m0/s1

SMILES Code: O=C1[C@H](OC(C)=O)C(C2(C)C)=C(C)[C@@H](OC([C@H](O)[C@@H](NC(C3=CC=CC=C3)=O)C4=CC=CC=C4)=O)C[C@@]2(O)[C@@H](OC(C5=CC=CC=C5)=O)[C@@]6([H])[C@@]1(C)[C@@H](O)C[C@@]7([H])OC[C@]76OC(C)=O

Appearance:
Solid powder

Purity:
>98% (or refer to the Certificate of Analysis)

Shipping Condition:
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition:
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility:
Soluble in DMSO, not in water

Shelf Life:
>5 years if stored properly

Drug Formulation:
This drug may be formulated in DMSO

Stock Solution Storage:
0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code:
2934.99.9001

Handling Instructions:

Preparing Stock Solutions

The following data is based on the product molecular weight 853.91 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL

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 1: Mita AC, Olszanski AJ, Walovitch RC, Perez RP, MacKay K, Tuck DP, Simmons C, Hammond S, Mita MM, Beeram M, Stone AJ, Rowinsky EK, Lewis LD. Phase I and pharmacokinetic study of AI-850, a novel microparticle hydrophobic drug delivery  system for paclitaxel. Clin Cancer Res. 2007 Jun 1;13(11):3293-301. PubMed PMID:  17545535.

2: Straub JA, Chickering DE, Lovely JC, Zhang H, Shah B, Waud WR, Bernstein H. Intravenous hydrophobic drug delivery: a porous particle formulation of paclitaxel (AI-850). Pharm Res. 2005 Mar;22(3):347-55. PubMed PMID: 15835739.



Additional Information

AI-850 is Acusphere's patented formulation of paclitaxel, the active ingredient in the cancer drugs, Taxol® (Bristol-Myers Squibb Company) and Abraxane® (Celgene Corporation). AI-850, is a cremaphor-free formulation of paclitaxel. Cremaphor is an oil used in the Taxol formulation to dissolve paclitaxel. Because of the Cremaphor, Taxol has many side effects that require premedication and it must be infused slowly over a three hour period. AI-850 eliminates the side effects associated with Cremaphor and can be injected as a bolus. The worldwide rights to AI-850 were licensed to Cephalon in 2008. (source: http://www.acusphere.com/pipeline/pipe_ai850.html).
 
Phase I results: Twenty-two patients received 56 courses of AI-850 at five dose cohorts ranging from 36 to 250 mg/m(2). Grade 4 neutropenia, either exceeding 5 days or complicated by fever, was dose limiting in two of six patients at 250 mg/m(2) AI-850. Three patients experienced grade 2 to 4 infusion-related adverse reactions. Toxicities, including fatigue, alopecia, nausea and vomiting, neuropathy, anorexia, and myalgia, were mild to moderate, reversible, and not dose related. Pharmacokinetics of free and total paclitaxel showed biexponential plasma decay and dose proportionality for maximum plasma paclitaxel concentration and area under the concentration versus time curve. Antitumor activity was documented in two patients with endometrial and tongue carcinomas. CONCLUSIONS: The administration of AI-850 as a brief infusion once every 3 weeks was feasible at doses up to 205 mg/m(2). The potential of AI-850 as an alternative to other approved paclitaxel formulations requires further clinical evaluation. (source: Clin Cancer Res. 2007 Jun 1;13(11):3293-301.).