pivampicillin

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Names

[ CAS No. ]:
33817-20-8

[ Name ]:
pivampicillin

[Synonym ]:
Pivampicillin
2,2-dimethylpropanoyloxymethyl (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
Pivaloyloxymethyl ampicillinate
Pivampicilline
Pondocillin
Pivampicilina
Pivampicillinum
Pivaloylampicillin
Ampicillin pivaloyloxymethyl ester

Chemical & Physical Properties

[ Density]:
1.33g/cm3

[ Boiling Point ]:
679ºC at 760mmHg

[ Molecular Formula ]:
C22H29N3O6S

[ Molecular Weight ]:
463.55

[ Flash Point ]:
364.5ºC

[ Exact Mass ]:
463.17800

[ PSA ]:
153.33000

[ LogP ]:
2.35260

[ Index of Refraction ]:
1.604

[ Water Solubility ]:
Practically insoluble in water, freely soluble in methanol, soluble in anhydrous ethanol. It dissolves in dilute acids.

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
XH8380000
CHEMICAL NAME :
4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(2-amino-2-phenylacetamido)-3,3- dimethyl-7-oxo-, hydroxymethyl ester, pivalate (ester), D-(-)-
CAS REGISTRY NUMBER :
33817-20-8
LAST UPDATED :
199706
DATA ITEMS CITED :
3
MOLECULAR FORMULA :
C22-H29-N3-O6-S
MOLECULAR WEIGHT :
463.60
WISWESSER LINE NOTATION :
T45 ANV ESTJ CMVYZR& F1 F1 GVO1OVX1&1&1 &GH

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Human - woman
DOSE/DURATION :
900 mg/kg/90D-I
TOXIC EFFECTS :
Behavioral - muscle weakness Musculoskeletal - other changes Nutritional and Gross Metabolic - weight loss or decreased weight gain
REFERENCE :
PGMJAO Postgraduate Medical Journal. (Blackwell Scientific Pub. Ltd., POB 88, Oxford, UK) V.1- 1925- Volume(issue)/page/year: 68,932,1992
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>6 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JOPHDQ Journal of Pharmacobio-Dynamics. (Japan Pub. Trading Co. (USA), 1255 Howard St., San Francisco, CA 94103) V.1- 1978- Volume(issue)/page/year: 1,310,1978
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
148 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JOPHDQ Journal of Pharmacobio-Dynamics. (Japan Pub. Trading Co. (USA), 1255 Howard St., San Francisco, CA 94103) V.1- 1978- Volume(issue)/page/year: 1,310,1978

Synthetic Route

Precursor & DownStream

Precursor

  • Chloromethyl pivalate

DownStream

  • Ampicillin

Related Compounds

  • pivampicillin HCl
  • Pivampicillin pamoate
  • 1-(cyclopropylmethylamino)pentan-2-one
  • 3-Methyl-1-(pyrrolidin-2-yl)but-3-en-2-one
  • [4-(1-Methyl-2-phenylethyl)-1-piperazinyl]-3-pyridinylmethanone
  • 1-(5-Fluoropyridin-3-yl)-2-(pyrrolidin-2-yl)ethan-1-one
  • 1-Cyclobutyl-2-(pyrrolidin-2-yl)ethan-1-one
  • 1-(5-Methylthiophen-3-yl)-2-(pyrrolidin-2-yl)ethan-1-one
  • 1-Cyclopropyl-5-(methylamino)pentan-3-one
  • 1-Cyclopropyl-4-(methylamino)butan-2-one
  • 1-[4-(Methylamino)oxolan-3-yl]ethan-1-one
  • 1-(Morpholin-2-yl)but-3-yn-1-one
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