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MedKoo Cat#: 584548 | Name: BO 2727

Description:

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

BO 2727 is a carbapenem antibiotic with potent antipseudomonal activity.

Chemical Structure

BO 2727
BO 2727
CAS#149882-71-3

Theoretical Analysis

MedKoo Cat#: 584548

Name: BO 2727

CAS#: 149882-71-3

Chemical Formula: C18H30ClN3O5S

Exact Mass: 435.1595

Molecular Weight: 435.96

Elemental Analysis: C, 49.59; H, 6.94; Cl, 8.13; N, 9.64; O, 18.35; S, 7.35

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 #
No Data
Synonym
BO 2727; BO-2727; L 739428
IUPAC/Chemical Name
1-Azabicyclo[3.2.0]hept-2-ene-2-carboxylicacid,6-[(1R)-1-hydroxyethyl]-3-[[(3S,5S)-5-[(1R)-1-hydroxy-3-(methylamino)propyl]-3-pyrrolidinyl]thio]-4-methyl-7-oxo-,monohydrochloride, (4R,5S,6S)- (9CI)
InChi Key
LXENODIMLBPDAW-YGFXLKBVSA-N
InChi Code
InChI=1S/C18H29N3O5S.ClH/c1-8-14-13(9(2)22)17(24)21(14)15(18(25)26)16(8)27-10-6-11(20-7-10)12(23)4-5-19-3;/h8-14,19-20,22-23H,4-7H2,1-3H3,(H,25,26);1H/t8-,9-,10+,11+,12-,13-,14-;/m1./s1
SMILES Code
O=C(C(N12)=C(S[C@@H]3CN[C@H]([C@H](O)CCNC)C3)[C@H](C)[C@]2([H])[C@@H]([C@H](O)C)C1=O)O.[H]Cl
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
Shelf Life
>3 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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 435.96 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: Ohtake N, Okamoto O, Mitomo R, Kato Y, Yamamoto K, Haga Y, Fukatsu H, Nakagawa S. 1 beta-Methyl-2-(5-substituted pyrrolidin-3-ylthio)carbapenems. 3. Synthesis and antibacterial activity of BO-2727 and its related compounds. J Antibiot (Tokyo). 1997 Jul;50(7):598-613. PubMed PMID: 9711251. 2: Inoue K, Hamana Y, Mitsuhashi S. In vitro antibacterial activity and beta-lactamase stability of a new carbapenem, BO-2727. Antimicrob Agents Chemother. 1995 Oct;39(10):2331-6. PubMed PMID: 8619591; PubMed Central PMCID: PMC162938. 3: Nakagawa S, Hashizume T, Matsuda K, Sanada M, Okamoto O, Fukatsu H, Tanaka N. In vitro activity of a new carbapenem antibiotic, BO-2727, with potent antipseudomonal activity. Antimicrob Agents Chemother. 1993 Dec;37(12):2756-9. PubMed PMID: 8109950; PubMed Central PMCID: PMC192804. 4: Hashizume T, Nakamura K, Nakagawa S. Affinities of BO-2727 for bacterial penicillin-binding proteins and morphological change of gram-negative rods. J Antibiot (Tokyo). 1997 Feb;50(2):139-42. PubMed PMID: 9099223. 5: Shibata K, Adachi Y, Kato E, Nagano R, Fuse A, Hashizume T, Ohtake N, Okamoto O, Nakagawa S. In vitro and in vivo evaluation of BO-2727 against imipenem- and/or meropenem-resistant Pseudomonas aeruginosa. J Antibiot (Tokyo). 1997 Feb;50(2):135-8. PubMed PMID: 9099222. 6: Takano T, Kagami Y, Kuwabara Y, Hata S. Column-switching high-performance liquid chromatographic analysis of BO-2727, a new carbapenem antibiotic, in human plasma and urine by direct injection. J Chromatogr B Biomed Appl. 1994 Jun 17;656(2):353-8. PubMed PMID: 7987487. 7: Barry AL, Fuchs PC. BO-2727, meropenem and imipenem disc diffusion susceptibility testing criteria. J Antimicrob Chemother. 1995 Aug;36(2):444-6. PubMed PMID: 8522478. 8: Nakashima M, Uematsu T, Kosuge K, Nakagawa S, Hata S, Sanada M. Pharmacokinetics and safety of BO-2727, a new injectable 1-beta-methyl carbapenem antibiotic, and its effect on the faecal microflora in healthy male volunteers. J Antimicrob Chemother. 1994 May;33(5):987-98. PubMed PMID: 8089072. 9: Kato Y, Otsuki M, Nishino T. Antibacterial properties of BO-2727, a new carbapenem antibiotic. J Antimicrob Chemother. 1997 Aug;40(2):195-203. PubMed PMID: 9301984. 10: Hazumi N, Fuse A, Matsuda K, Hashizume T, Sanada M. Mechanism of enhanced antipseudomonal activity of BO-2727, a new injectable 1-beta-methyl carbapenem. Antimicrob Agents Chemother. 1995 Mar;39(3):702-6. PubMed PMID: 7793876; PubMed Central PMCID: PMC162608. 11: Mikamo H, Kawazoe K, Izumi K, Sato Y, Tamaya T. In vitro and in vivo antibacterial activities of a new carbapenem BO-2727 for use in obstetrics and gynecology. Chemotherapy. 1998 Jan-Feb;44(1):12-6. PubMed PMID: 9444403. 12: Asahi Y, Miyazaki S, Yamaguchi K. In vitro and in vivo antibacterial activities of BO-2727, a new carbapenem. Antimicrob Agents Chemother. 1995 May;39(5):1030-7. PubMed PMID: 7625784; PubMed Central PMCID: PMC162678. 13: Mori M, Hikida M, Nishihara T, Nasu T, Mitsuhashi S. Comparative stability of carbapenem and penem antibiotics to human recombinant dehydropeptidase-I. J Antimicrob Chemother. 1996 May;37(5):1034-6. PubMed PMID: 8737157. 14: Hazumi N, Kato Y, Hashizume T, Matsuda K. Effects of a beta-lactamase inhibitor, sulbactam, on the activity of carbapenems against Pseudomonas aeruginosa. J Antibiot (Tokyo). 1995 Nov;48(11):1364-7. PubMed PMID: 8557585. 15: Wong BK, Bruhin PJ, Lin JH. Column-switching high-pressure liquid chromatographic method for the determination of a new carbapenem antibiotic, L-739,428, in rat and monkey plasma. J Chromatogr B Biomed Appl. 1994 Apr 22;655(1):158-62. PubMed PMID: 8061826.