Panipenem

Names

[ Name ]:
Panipenem

[Synonym ]:
(5R,6S)-3-{[(3S)-1-Ethanimidoyl-3-pyrrolidinyl]sulfanyl}-6-[(1R)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
(5R,6S)-3-{[(3S)-1-Ethanimidoylpyrrolidin-3-yl]sulfanyl}-6-[(1R)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
1-Azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid, 6-[(1R)-1-hydroxyethyl]-3-[[(3S)-1-(1-iminoethyl)-3-pyrrolidinyl]thio]-7-oxo-, (5R,6S)-
(5R,6S)-6-[(R)-1-Hydroxyethyl]-2-[(S)-1-acetimidoylpyrrolidin-3-ylthio]-1-carbapen-2-em-3-carboxylic Acid
PAPM
cs533
carbapenemrs-533
MFCD00865098
FAROPENEM
[5R-[3(S*),5a,6a(R*)]]-6-(1-Hydroxyethyl)-3-[[1-(1-iminoethyl)-3-pyrrolidinyl]thio]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic Acid
Panipenan
(+)-(5R,6S)-3-[[(S)-1-Acetimidoyl-3-pyrrolidinyl]thio]-6-[(R)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic Acid
Panipenem

Biological Activity

[Description]:

Panipenem (PAPM; CS533; RS533) is a carbapenem antibiotic with broad spectrum and potent activity against both Gram-positive and Gram-negative bacteria[1].

[Related Catalog]:

Research Areas >> Infection

Signaling Pathways >> Anti-infection >> Bacterial

[In Vivo]

Panipenem ( 50 mg/kg,i.v.) 在没有胆管插管的雄性 Wistar 大鼠中降低了血浆中 VPA 的浓度，相应的 AUC 也降低了约 20%，同时也会降低血浆中双氯芬酸的浓度[1]。

[References]

[1]. S Kojima, et al. Possible mechanism by which the carbapenem antibiotic panipenem decreases the concentration of valproic acid in plasma in rats. Antimicrob Agents Chemother. 1998 Dec;42(12):3136-40.

Chemical & Physical Properties

[ Density]:
1.6±0.1 g/cm3

[ Boiling Point ]:
555.5±60.0 °C at 760 mmHg

[ Molecular Formula ]:
C₁₅H₂₁N₃O₄S

[ Molecular Weight ]:
339.410

[ Flash Point ]:
289.7±32.9 °C

[ Exact Mass ]:
339.125275

[ PSA ]:
130.23000

[ LogP ]:
-3.69

[ Vapour Pressure ]:
0.0±3.4 mmHg at 25°C

[ Index of Refraction ]:
1.746

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: CL5446511

CHEMICAL NAME :: 1-Azabicyclo(3.2.0)hept-2-ene-2-carboxylic acid, 6-(1-hydroxyethyl)-3-((1-(1-iminoethyl)- 3-pyrrolidinyl)thio)-7-oxo-, (5R-(3(S*),5-alpha,6-alpha(R*)))-

CAS REGISTRY NUMBER :: 87726-17-8

LAST UPDATED :: 199312

DATA ITEMS CITED :: 2

MOLECULAR FORMULA :: C15-H21-N3-O4-S

MOLECULAR WEIGHT :: 339.45

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 1300 mg/kg

TOXIC EFFECTS :: Lungs, Thorax, or Respiration - dyspnea Lungs, Thorax, or Respiration - cyanosis

REFERENCE :: NKRZAZ Chemotherapy (Tokyo). (Nippon Kagaku Ryoho Gakkai, 2-20-8 Kamiosaki, Shinagawa-Ku, Tokyo 141, Japan) V.1- 1953- Volume(issue)/page/year: 39(Suppl 3),140,1991 ** OTHER MULTIPLE DOSE TOXICITY DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 81 gm/kg/90D-I

TOXIC EFFECTS :: Blood - pigmented or nucleated red blood cells Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - phosphatases Related to Chronic Data - death

REFERENCE :: NKRZAZ Chemotherapy (Tokyo). (Nippon Kagaku Ryoho Gakkai, 2-20-8 Kamiosaki, Shinagawa-Ku, Tokyo 141, Japan) V.1- 1953- Volume(issue)/page/year: 39(Suppl 3),144,1991