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CAS No.: | 551-16-6 |
---|---|
Name: | 6-Aminopenicillanic acid |
Article Data: | 58 |
Molecular Structure: | |
Formula: | C8H12N2O3S |
Molecular Weight: | 216.261 |
Synonyms: | 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid, 6-amino-3,3-dimethyl-7-oxo- (6CI,8CI);4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,6-amino-3,3-dimethyl-7-oxo-, [2S-(2a,5a,6b)]-;(+)-6-Aminopenicillanic acid;6-APA;6-APS;6b-Aminopenicillanic acid;NSC 50071;Phenacyl 6-aminopenicillinate; |
EINECS: | 208-993-4 |
Density: | 1.52 g/cm3 |
Melting Point: | 198-200 °C (dec.)(lit.) |
Boiling Point: | 460.2 °C at 760 mmHg |
Flash Point: | 232.1 °C |
Solubility: | Soluble in water and hydrochoric acid. |
Appearance: | White to cream fine powder |
Hazard Symbols: | Xn |
Risk Codes: | 42/43 |
Safety: | 22-36/37-45-37-24-36 |
PSA: | 108.93000 |
LogP: | 0.09880 |
(2S,5R,6R)-Benzyl 6-Azido-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo<3.2.0>heptane-2-carboxylate
6-Aminopenicillanic Acid
Conditions | Yield |
---|---|
With hydrogen; palladium on activated charcoal In ethyl acetate for 3h; Ambient temperature; | 59% |
Conditions | Yield |
---|---|
With penicillin-amidase from penicillium chrysogenum-stems | |
With penicillin G acylase; water at 28 - 29℃; pH=Ca. 8; Enzymatic reaction; |
6R(β)-tritylaminopenicillanic acid
6-Aminopenicillanic Acid
Conditions | Yield |
---|---|
With hydrogenchloride; isopropyl alcohol | |
(i) aq. H3PO4, benzene, (ii) aq. HCl, iPrOH; Multistep reaction; |
Conditions | Yield |
---|---|
Multistep reaction; | |
With sodium hydroxide In aq. phosphate buffer at 55℃; pH=7.8; Catalytic behavior; Kinetics; Reagent/catalyst; Temperature; pH-value; Enzymatic reaction; |
6β-(3-oxo-3H-isobenzofuran-1-ylideneamino)-penicillanic acid
6-Aminopenicillanic Acid
Conditions | Yield |
---|---|
With hydrazine In tetrahydrofuran |
Conditions | Yield |
---|---|
With sodium hydroxide at 28℃; Equilibrium constant; penicillin G amidase (E.C. 3.5.1.11) immobilized on polyacrylamide, pH 8; var. substrate concentrations; | |
With penicillin G acylase immobilized on aminopropyl functionalized mesocellular foam silica crooslinked using glutaraldehyde In aq. phosphate buffer at 50℃; pH=7; Kinetics; pH-value; Temperature; Concentration; Reagent/catalyst; Enzymatic reaction; |
6-Aminopenicillanic Acid
Conditions | Yield |
---|---|
fermentative und enzymatische Spaltung; | |
chemische Spaltung; | |
fermentative und enzymatische Spaltung; | |
chemische Spaltung; |
Conditions | Yield |
---|---|
Hydrolysis; |
(2S,5R,6R)-1-aza-3,3'-dimethyl-6-(4-carboxybutanamido)-7-oxo-4-thiabicyclo<3.2.0>heptane-2-carboxylic acid
6-Aminopenicillanic Acid
Conditions | Yield |
---|---|
With sodium hydroxide; glutaryl-7-aminocephalosporanic acid acylase In water at 25℃; pH=8.0; Enzyme kinetics; Enzymatic reaction; |
A
6-Aminopenicillanic Acid
B
(E)-3-(1-oxyl-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrol-3-yl)acrylic acid
Conditions | Yield |
---|---|
With class A TEM-1 β-lactamase; HEPES buffer In water; dimethyl sulfoxide at 24℃; pH=7; Kinetics; Further Variations:; Reagents; Enzymatic reaction; |
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Chemical Name: 6-Aminopenicillanic acid
IUPAC NAME: (2S,5R,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
CAS No.: 551-16-6
EINECS: 208-993-4
Molecular Formula of Phenacyl 6-aminopenicillinate (CAS No.551-16-6): C8H12N2O3S
Molecular Weight: 216.26 g/mol
Structure:
Synonyms of Phenacyl 6-aminopenicillinate (CAS No.551-16-6): (2S,5R,6R)-6-Amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptan-2-carbonsaeure ; 6-Aminopenicillanic acid ; 6-Apa ; 6-Aps ; AI3-52557 ; EINECS 208-993-4 ; NSC 50071 ; Penicin ; Penin ; Phenacyl 6-aminopenicillinate ; 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-amino-3,3-dimethyl-7-oxo-, (2S,5R,6R)- ; 6-Aminopenicillamine acid
Polar Surface Area: 75.15 Å2
Index of Refraction: 1.656
Molar Refractivity: 52.22 cm3
Molar Volume: 142 cm3
Surface Tension: 74.4 dyne/cm
Density of Phenacyl 6-aminopenicillinate (CAS No.551-16-6): 1.52 g/cm3
Flash Point: 232.1 °C
Enthalpy of Vaporization: 78.99 kJ/mol
Boiling Point: 460.2 °C at 760 mmHg
Vapour Pressure: 9.54E-10 mmHg at 25°C
Phenacyl 6-aminopenicillinate (CAS No.551-16-6) is used as a pharmaceutical intermediate and antibiotics for research and experimental
mouse LD50 intraperitoneal > 1gm/kg (1000mg/kg) National Technical Information Service. Vol. AD691-490,
Reported in EPA TSCA Inventory.
Hazard Codes: Xn
Risk Statements: 42/43
R42/43: May cause sensitization by inhalation and skin contact.
Safety Statements: 22-36/37-45-24
S22: Do not breathe dust.
S36/37: Wear suitable protective clothing and gloves.
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S24: Avoid contact with skin.
WGK Germany: 2
RTECS: XH8225000
F: 10
HS Code: 29349990
Questionable carcinogen with experimental tumorigenic data. When heated to decomposition it emits very toxic fumes of NOx and SOx.