Bacampicillin hydrochloride

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

Hodoodo CAT#: H317306

CAS#: 37661-08-8 (HCl)

Description: Bacampicillin Hydrochloride is the hydrochloride salt of bacampicillin, a prodrug of ampicillin, a broad-spectrum, semisynthetic, beta-lactam aminopenicillin antibiotic with bactericidal activity. Bacampicillin is hydrolyzed in vivo by esterases to its active metabolite ampicillin. Ampicillin binds to and inactivates penicillin-binding proteins (PBP) located on the inner membrane of the bacterial cell wall.


Chemical Structure

img
Bacampicillin hydrochloride
CAS# 37661-08-8 (HCl)

Theoretical Analysis

Hodoodo Cat#: H317306
Name: Bacampicillin hydrochloride
CAS#: 37661-08-8 (HCl)
Chemical Formula: C21H28ClN3O7S
Exact Mass: 0.00
Molecular Weight: 501.980
Elemental Analysis: C, 50.25; H, 5.62; Cl, 7.06; N, 8.37; O, 22.31; S, 6.39

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @hodoodo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

Related CAS #: 37661-08-8 (HCl)   50972-17-3 (free base)    

Synonym: Bacampicillin hydrochloride; Bacampicillin HCl; Spectrobid; Ambaxin; BAPC; Velbacil; Ambacamp

IUPAC/Chemical Name: 1-ethoxycarbonyloxyethyl (2S,5R,6R)-6-[[(2R)-2-amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate;hydrochloride

InChi Key: IWVTXAGTHUECPN-ANBBSHPLSA-N

InChi Code: InChI=1S/C21H27N3O7S.ClH/c1-5-29-20(28)31-11(2)30-19(27)15-21(3,4)32-18-14(17(26)24(15)18)23-16(25)13(22)12-9-7-6-8-10-12;/h6-11,13-15,18H,5,22H2,1-4H3,(H,23,25);1H/t11?,13-,14-,15+,18-;/m1./s1

SMILES Code: O=C([C@@H](C(C)(C)S[C@]1([H])[C@@H]2NC([C@H](N)C3=CC=CC=C3)=O)N1C2=O)OC(OC(OCC)=O)C.[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, not in water

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: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 501.98 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
Formulation protocol:
In vitro protocol:
In vivo protocol:

Molarity Calculator

Calculate the mass, volume, or concentration required for a solution.
=
x
x
g/mol

*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and SDS / CoA (available online).

Reconstitution Calculator

The reconstitution calculator allows you to quickly calculate the volume of a reagent to reconstitute your vial. Simply enter the mass of reagent and the target concentration and the calculator will determine the rest.

=
÷

Dilution Calculator

Calculate the dilution required to prepare a stock solution.
x
=
x

1: Buonomo A, Nucera E, De Pasquale T, Pecora V, Lombardo C, Sabato V,
Colagiovanni A, Rizzi A, Aruanno A, Pascolini L, Patriarca G, Schiavino D.
Tolerability of aztreonam in patients with cell-mediated allergy to β-lactams.
Int Arch Allergy Immunol. 2011;155(2):155-9. doi: 10.1159/000318844. Epub 2010
Dec 22. PubMed PMID: 21196760.


2: Oda M, Fujimoto K, Kobayashi M, Saitoh H. Bacampicillin uptake is shared with
thiamine in Caco-2 cells. Biol Pharm Bull. 2007 Jul;30(7):1344-9. PubMed PMID:
17603179.


3: Tucci E, Della Rocca C, Santilli F. Localized bacillary angiomatosis in the
oral cavity: observations about a neoplasm with atypical behavior. Description of
a case and review of the literature. Minerva Stomatol. 2006
Jan-Feb;55(1-2):67-75. English, Italian. PubMed PMID: 16495874.


4: Béchade D, Desramé J, Raynaud JJ, Algayres JP. [Oesophageal ulcer associated
with the use of bacampicillin]. Presse Med. 2005 Feb 26;34(4):299-300. French.
PubMed PMID: 15798551.


5: Uchida T, Tanigake A, Miyanaga Y, Matsuyama K, Kunitomo M, Kobayashi Y,
Ikezaki H, Taniguchi A. Evaluation of the bitterness of antibiotics using a taste
sensor. J Pharm Pharmacol. 2003 Nov;55(11):1479-85. PubMed PMID: 14713358.


6: Heinisch L, Wittmann S, Stoiber T, Scherlitz-Hofmann I, Ankel-Fuchs D,
Möllmann U. Synthesis and biological activity of tris- and tetrakiscatecholate
siderophores based on poly-aza alkanoic acids or alkylbenzoic acids and their
conjugates with beta-lactam antibiotics. Arzneimittelforschung.
2003;53(3):188-95. PubMed PMID: 12705174.


7: Liccardi G, Gilder J, D'Amato M, D'Amato G. Drug allergy transmitted by
passionate kissing. Lancet. 2002 May 11;359(9318):1700. PubMed PMID: 12020564.


8: Laurent J, Mégraud F, Fléjou JF, Caekaert A, Barthélemy P. A randomized
comparison of four omeprazole-based triple therapy regimens for the eradication
of Helicobacter pylori in patients with non-ulcer dyspepsia. Aliment Pharmacol
Ther. 2001 Nov;15(11):1787-93. PubMed PMID: 11683693.


9: Takagi K, Iwasaki H, Kishi S, Nakamura T, Takada N, Ueda T. [Murine typhus
infected in Oku-etsu area, Fukui Prefecture]. Kansenshogaku Zasshi. 2001
Apr;75(4):341-4. Japanese. PubMed PMID: 11357325.


10: Høiby N. Ecological antibiotic policy. J Antimicrob Chemother. 2000 Sep;46
Suppl 1:59-62; discussion 63-5. PubMed PMID: 11051626.


11: Cederbrant K, Marcusson-Stâhl M, Hultman P. Characterization of primary
recall in vitro lymphocyte responses to bacampicillin in allergic subjects. Clin
Exp Allergy. 2000 Oct;30(10):1450-9. PubMed PMID: 10998023.


12: Høiby N. Ecological antibiotic policy. J Antimicrob Chemother. 2000 Aug;46
Suppl A:59-62. PubMed PMID: 10969054.


13: Samskog J, Wetterhall M, Jacobsson S, Markides K. Optimization of capillary
electrophoresis conditions for coupling to a mass spectrometer via a sheathless
interface. J Mass Spectrom. 2000 Jul;35(7):919-24. PubMed PMID: 10934447.


14: Wright AJ. The penicillins. Mayo Clin Proc. 1999 Mar;74(3):290-307. Review.
Erratum in: Mayo Clin Proc 1999 Nov;74(11):1184. PubMed PMID: 10090000.


15: Cederbrant K, Stejskal V, Broman P, Lindkvist L, Sundell K. In vitro
lymphocyte proliferation in the diagnosis of allergy to phenoxymethylpenicillin.
Allergy. 1998 Dec;53(12):1155-61. PubMed PMID: 9930591.


16: Isogai Z, Sunohara A, Tsuji T. Pustular drug eruption due to bacampicilin
hydrochloride in a patient with psoriasis. J Dermatol. 1998 Sep;25(9):612-5.
PubMed PMID: 9798349.


17: Płotkowiak Z, Popielarz-Brzezińska M, Karolewska J, Mikołajczak A. Study of
bacampicillin hydrochloride durability in tablets. Pharmazie. 1998
Sep;53(9):645-6. PubMed PMID: 9770215.


18: Lisi P, Lapomarda V, Stingeni L, Assalve D, Hansel K, Caraffini S,
Agostinelli D. Skin tests in the diagnosis of eruptions caused by betalactams.
Contact Dermatitis. 1997 Oct;37(4):151-4. PubMed PMID: 9385509.


19: Romano A, Torres MJ, Fernandez J, Vega JM, Mayorga C, Garcia J, Blanca M.
Allergic reactions to ampicillin. Studies on the specificity and selectivity in
subjects with immediate reactions. Clin Exp Allergy. 1997 Dec;27(12):1425-31.
PubMed PMID: 9433938.


20: Ensink JM, Vulto AG, van Miert AS, Tukker JJ, Winkel MB, Fluitman MA. Oral
bioavailability and in vitro stability of pivampicillin, bacampicillin,
talampicillin, and ampicillin in horses. Am J Vet Res. 1996 Jul;57(7):1021-4.
PubMed PMID: 8807014.