MedKoo Cat#: 620112 | Name: MDK71803

Description:

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

MDK71803 is an important intermediate or precursor for the synthesis of Cefiderocol. MDK71803 has CAS#137171-80-3. We assigned a code name as MDK71803 (last 5 digital of its CAS# was used). Cefiderocol, also known as S-649266, is a potent siderophore cephalosporin antibiotic with a catechol moiety on the 3-position side chain. S-649266 shows potent in vitro activity against the non-fermenting Gram-negative bacteria Acinetobacter baumannii, Pseudomonas aeruginosa and Stenotrophomonas maltophilia, including MDR strains such as carbapenem-resistant A. baumannii and metallo-β-lactamase-producing P. aeruginosa.

Chemical Structure

MDK71803
MDK71803
CAS#137171-80-3

Theoretical Analysis

MedKoo Cat#: 620112

Name: MDK71803

CAS#: 137171-80-3

Chemical Formula: C34H42ClN5O11S2

Exact Mass: 795.2011

Molecular Weight: 796.30

Elemental Analysis: C, 51.28; H, 5.32; Cl, 4.45; N, 8.80; O, 22.10; S, 8.05

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
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Synonym
MDK71803; MDK-71803; MDK 71803; Cefiderocol-intermediate, Cefiderocol-precursor.
IUPAC/Chemical Name
4-methoxybenzyl (6R,7R)-7-((Z)-2-(((1-(tert-butoxy)-2-methyl-1-oxopropan-2-yl)oxy)imino)-2-(2-((tert-butoxycarbonyl)amino)thiazol-4-yl)acetamido)-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate 5-oxide
InChi Key
InChi Code
SMILES Code
O=C(N[C@@H]1C(N(C(C(OCC2=CC=C(OC)C=C2)=O)=C(CCl)C3)[C@]1([H])S3=O)=O)/C(C4=CSC(NC(OC(C)(C)C)=O)=N4)=N\OC(C)(C)C(OC(C)(C)C)=O
Appearance
Yellow 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
Shelf Life
>2 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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 796.30 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.

Recalculate based on batch purity %
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
1. Pharmaceutical preparation comprising cephalosporin having catechol groups with improved stability, and manufacture thereof. Kawasaki, Hidenori; Kojima, Natsuko; Fujihira, Atsushi; Takahashi, Kanako; Matsubara, Fumihiko; Matsuoka, Nao. PCT Int. Appl. (2016), WO 2016035846 A1 20160310. | Language: Japanese, Database: CAPLUS 2. Preparation of cephem compounds as antibacterial agents against β-lactamase-producing drug-resistant bacteria. Yamawaki, Kenji; Kusano, Hiroki. PCT Int. Appl. (2014), WO 2014104148 A1 20140703. | Language: Japanese, Database: CAPLUS 3. Preparation of cephem compounds having catechol group as antibacterial agents. Hisakawa, Shinya; Hasegawa, Yasushi; Aoki, Toshiaki; Kusano, Hiroki; Sano, Masayuki; Sato, Jun; Yamawaki, Kenji. PCT Int. Appl. (2011), WO 2011125967 A1 20111013. | Language: Japanese, Database: CAPLUS 4. Preparation of cephem compounds having pseudo-catechol group as antibacterial agents. Yamawaki, Kenji; Sugimoto, Hideki; Sano, Masayuki. PCT Int. Appl. (2011), WO 2011125966 A1 20111013. | Language: Japanese, Database: CAPLUS 5. Preparation of cephalosporins having catechol group as antibacterial agents Quick View. Nishitani, Yasuhiro; Yamawaki, Kenji; Takeoka, Yusuke; Sugimoto, Hideki; Hisakawa, Shinya; Aoki, Toshiaki. PCT Int. Appl. (2010), WO 2010050468 A1 20100506. | Language: Japanese, Database: CAPLUS 6. Preparation of (piperaziniomethyl)cephalosporins. Onoue, Hiroshi; Konoike, Toshiro; Ishitobi, Hiroyuki. Eur. Pat. Appl. (1991), EP 416410 A1 19910313. | Language: English, Database: CAPLUS