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Substance Name: Amdinocillin [USAN:USP]
RN: 32887-01-7
UNII: V10579P3QZ
InChIKey: BWWVAEOLVKTZFQ-NTZNESFSSA-N

Note

  • An amidinopenicillanic acid derivative with broad spectrum antibacterial action.

Molecular Formula

  • C15-H23-N3-O3-S

Molecular Weight

  • 325.4307
 

Classification Codes

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Anti-Infective Agents, Urinary
  • Antibacterial
  • Drug / Therapeutic Agent
  • Renal Agents
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Names and Synonyms

Name of Substance

  • Amdinocillin
  • Amdinocillin [USAN:USP]
  • Mecillinam [INN]

MeSH Heading

  • Amdinocillin

Synonyms

  • (2S,5R,6R)-6-(((Hexahydro-1H-azepin-1-yl)methylene)amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid
  • 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(((hexahydro-1H-azepin-1-yl)methylene)amino)-3,3-dimethyl-7-oxo-, (2S-(2alpha,5alpha,6beta))-
  • 6-((Hexahydro-1H-azepin-1-yl)methyleneamino)penicillanic acid
  • Amdinocillin
  • Coactin
  • EINECS 251-277-1
  • FL 1060
  • Hexacillin
  • Mecilinamo
  • Mecilinamo [INN-Spanish]
  • Mecillinam
  • Mecillinamum
  • Mecillinamum [INN-Latin]
  • Penicillin HX
  • Ro 10-9070
  • Ro 109070
  • Selexid
  • Selexidin
  • UNII-V10579P3QZ

Systematic Names

  • 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(((hexahydro-1H-azepin-1-yl)methylene)amino)-3,3-dimethyl-7-oxo-, (2S-(2alpha,5alpha,6beta))-
  • Mecillinam

Registry Numbers

CAS Registry Number

  • 32887-01-7

FDA UNII

  • V10579P3QZ

Other Registry Numbers

  • 51556-89-9
  • 70178-27-7
  • 73937-07-2
  • 79580-20-4

System Generated Number

  • 0032887017

Structure Descriptors

InChI

1S/C15H23N3O3S/c1-15(2)11(14(20)21)18-12(19)10(13(18)22-15)16-9-17-7-5-3-4-6-8-17/h9-11,13H,3-8H2,1-2H3,(H,20,21)/t10-,11+,13-/m1/s1

InChIKey

BWWVAEOLVKTZFQ-NTZNESFSSA-N

Smiles

CC1(C)S[C@@H]2[C@H](N=CN3CCCCCC3)C(=O)N2[C@H]1C(=O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 3500mg/kg (3500mg/kg) BLOOD: OTHER CHANGES Eksperimental'naya i Klinicheskaya Farmakoterapiya. Vol. 9, Pg. 91, 1980.
mouse LD50 intravenous 1200mg/kg (1200mg/kg)   Medicamentos de Actualidad. Vol. 16, Pg. 191, 1980.
mouse LD50 oral > 20gm/kg (20000mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Eksperimental'naya i Klinicheskaya Farmakoterapiya. Vol. 9, Pg. 91, 1980.
rat LD50 intraperitoneal > 4gm/kg (4000mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ATAXIA
Eksperimental'naya i Klinicheskaya Farmakoterapiya. Vol. 9, Pg. 91, 1980.
rat LD50 intravenous > 1500mg/kg (1500mg/kg)   Medicamentos de Actualidad. Vol. 16, Pg. 191, 1980.
rat LD50 oral > 10gm/kg (10000mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ATAXIA
Eksperimental'naya i Klinicheskaya Farmakoterapiya. Vol. 9, Pg. 91, 1980.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 156 dec deg C   EXP
log P (octanol-water) 3.090 (none)   EST
Atmospheric OH Rate Constant 1.68E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.