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32887-01-7

Basic Information
CAS No.: 32887-01-7
Name: Mecillinam
Article Data: 7
Molecular Structure:
Molecular Structure of 32887-01-7 (Mecillinam)
Formula: C15H23N3O3S
Molecular Weight: 325.432
Synonyms: 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid, 6-[[(hexahydro-1H-azepin-1-yl)methylene]amino]-3,3-dimethyl-7-oxo-, (+)-(8CI);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-(2a,5a,6b)]-;6-[[(Hexahydro-1H-azepin-1-yl)methylene]amino]penicillanic acid;6-[b-(Hexahydro-1H-azepin-1-yl)methylenamino]penicillanicacid;6b-[(Hexahydro-1H-azepin-1-yl)methyleneamino]penicillanicacid;Amdinocillin;Coactin;FL 1060;Hexacillin;Hexapen;Mecillinam;PenicillinHx;
EINECS: 251-277-1
Density: 1.447 g/cm3
Melting Point: 156 °C
Boiling Point: 550.553 °C at 760 mmHg
Flash Point: 286.764 °C
Solubility: Soluble in water at approximately 1mg/ml
Appearance: White solid
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36
PSA: 98.51000
LogP: 1.28200
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Chemistry

Molecular Structure of Mecillinam (CAS NO.32887-01-7):

IUPAC Name: (2S,5R,6R)-6-(azepan-1-ylmethylideneamino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 
Empirical Formula: C21H33N3O5S
Molecular Weight: 439.5688
EINECS: 251-277-1
H bond acceptors: 8
H bond donors: 0
Freely Rotating Bonds: 7
Polar Surface Area: 113.81Å2
Index of Refraction: 1.604
Molar Refractivity: 115.93 cm3
Molar Volume: 336.9 cm3
Surface Tension: 47.7 dyne/cm
Density: 1.3 g/cm3
Flash Point: 305.2 °C
Enthalpy of Vaporization: 86.89 kJ/mol
Boiling Point: 581 °C at 760 mmHg
Vapour Pressure: 1.72E-13 mmHg at 25°C
Melting point: 156°C
Storage temp: Store at?0-5°C
InChI
InChI=1/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
Smiles
N12[C@@H]([C@@H](\N=C/N3CCCCCC3)C2=O)SC([C@@H]1C(O)=O)(C)C
Product Categories: Active Pharmaceutical Ingredients; Intermediates & Fine Chemicals; Pharmaceuticals; Antibiotics; BactericidalAntibiotics; BacteriostaticAntibiotics; beta-Lactam StructureAlphabetic; Chemical Structure; M; MEA - MES; Principle

Toxicity Data With Reference

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) SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
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.

Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing.
RTECS: XI0185000

Specification

  Mecillinam , with CAS number of 32887-01-7, can be called (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 ; Mecilinamo ; Selexidin . It is a white Solid, it is active antibacterial against gram-negative bacteria.