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

Click to get detail synthetic route

Precursor & DownStream

Precursor

  • Chloromethyl pivalate

DownStream

  • Ampicillin

Related Compounds

  • pivampicillin HCl
  • Pivampicillin pamoate
  • tert-butyl N-[4-(1-amino-2-methylpropan-2-yl)-3-hydroxyphenyl]carbamate
  • 1-Methyl-1,3-dihydrospiro[indene-2,2'-oxirane]-3'-carbonitrile
  • 5-({[1-(azetidin-3-yl)-1H-pyrazol-5-yl]amino}methyl)-1-methyl-1H-pyrazol-4-amine
  • 2-{[1-(azetidin-3-yl)-1H-pyrazol-5-yl]carbamoyl}cyclopropane-1-carboxylic acid
  • 4-chloro-N-(2-fluorocyclobutyl)-3-methylaniline
  • (3R)-3-{[(tert-butoxy)carbonyl]amino}-3-(1,2-dimethyl-1H-imidazol-5-yl)propanoic acid
  • 2-[N-ethyl-3-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-2,2-difluoropropanamido]acetic acid
  • 5-chloro-2-[2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)acetamido]benzoic acid
  • Benzyl 3-bromo-2-formyl-6,7-dihydropyrazolo[1,5-a]pyrazine-5(4H)-carboxylate
  • 4-(4,4-Difluorocyclohexyl)butanal
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