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| CAS No.: | 87-08-1 | |||
|---|---|---|---|---|
| Name: | PENICILLIN V | |||
| Molecular Structure: | ||||
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| Formula: | C16H18 N2 O5 S | |||
| Molecular Weight: | 350.395 | |||
| Synonyms: | 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid, 3,3-dimethyl-7-oxo-6-(2-phenoxyacetamido)- (8CI);4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,3,3-dimethyl-7-oxo-6-[(phenoxyacetyl)amino]-, (2S,5R,6R)- (9CI);4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-[(phenoxyacetyl)amino]-,[2S-(2a,5a,6b)]-;6-(Phenoxyacetamido)penicillanic acid; Acipen-V; Calcipen; Crystapen V;Distaquaine V; Eskacillin V; Fenacilin; Meropenin; Oracillin; Oracilline;Oratren; Orocillin; Ospen; Pen-Oral; Pen-Vee; Pen-vee-oral; Penicillin V;Penicillin, phenoxymethyl-; Phenocillin; Phenopenicillin; Phenospen;Phenoxymethylpenicillin; Phenoxymethylpenicillinic acid; Stabicillin; V-Cil;V-Cillin; V-Cylina; V-Cyline; V-Tablopen; Vebecillin | |||
| EINECS: | 201-722-0 | |||
| Density: | 1.3121 (rough estimate) | |||
| Melting Point: | 120 - 128 C | |||
| Boiling Point: | 681.4±55.0 °C(Predicted) | |||
| Solubility: | Soluble | white to off-white crystalline powder | ||
| Hazard Symbols: | Not regulated UN NO. | |||
| Risk Codes: | 42/43 | |||
| Safety: | Poison by intraperitoneal, subcutaneous, and intravenous routes. Human systemic effects by ingestion: impaired liver function, dermatitis, fever. Mutation data reported. When heated to decomposition it emits very toxic fumes of SOx and NOx. | |||
| Transport Information: | 25kgs | |||
| PSA: | 121.24000 | |||
| LogP: | 1.02590 | |||
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| Conditions | Yield |
|---|---|
| With recombinant Streptomyces lavendulae penicillinacylase In dimethyl sulfoxide at 30℃; for 10.8h; pH=7; Catalytic behavior; Kinetics; Concentration; pH-value; Solvent; Time; Enzymatic reaction; | 94.5% |
- 65538-78-5
Penicillin-V-2'-bromethylester
- 87-08-1
penicilin V
| Conditions | Yield |
|---|---|
| With lithium cobalt(I)-phthalocyanine; phenol In acetone for 4h; Ambient temperature; | 81% |
- 87-08-1
penicilin V
| Conditions | Yield |
|---|---|
| With ethylenediaminetetraacetic acid; dihydrogen peroxide; iron(II) sulfate; ascorbic acid In water | 1.3% |
- 123314-55-6
(R)-((2R)-4t-carboxy-5,5-dimethyl-thiazolidin-2r-yl)-(2-phenoxy-acetylamino)-acetic acid
- 87-08-1
penicilin V
| Conditions | Yield |
|---|---|
| With 1,4-dioxane; sodium hydroxide; dicyclohexyl-carbodiimide |
- 1025-55-4
6-aminopenicillanic acid trimethylsilyl ester
- 701-99-5
Phenoxyacetyl chloride
- 87-08-1
penicilin V
| Conditions | Yield |
|---|---|
| (i) Et3N, CHCl3, dioxane, (ii) /BRN= 1082694/; Multistep reaction; |
- 53059-76-0
6β-benzylideneamino-penicillanic acid; 1,1,3,3-tetramethyl-butylamine salt
- 701-99-5
Phenoxyacetyl chloride
- 87-08-1
penicilin V
| Conditions | Yield |
|---|---|
| With sodium 2-ethylhexanoic acid In chloroform-d1 |
| Conditions | Yield |
|---|---|
| With potassium hydrogencarbonate In acetone |
| Conditions | Yield |
|---|---|
| Yield given; |
- 87-08-1
penicilin V
| Conditions | Yield |
|---|---|
| With ammonium bicarbonate; iron(II) sulfate; catalase; ascorbic acid; diothiothreitol isopenicillin N synthetase from Cephalosporium acremonium CO728; | |
| With isopenicillin N synthetase from Cephalosporium acremonium CO728; oxygen; ammonium bicarbonate; iron(II) sulfate; catalase; ascorbic acid; diothiothreitol In water at 27℃; Michaelis constant, maximum velocity; |
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Chemistry
Molecular Structure:
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Molecular Formula: C16H18N2O5S
Molecular Weight: 350.3895
IUPAC Name: (2S,5R,6R)-3,3-Dimethyl-7-oxo-6-[(2-phenoxyacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Synonyms of Penicillin V (CAS NO.87-08-1): 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-((phenoxyacetyl)amino)-, (2S,5R,6R)- ; 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-((phenoxyacetyl)amino)-, (2S-(2alpha,5alpha,6beta))- ; Penicillanic acid, 6-phenoxyacetamido- ; Phenoxymethylpenicillin
CAS NO: 87-08-1
Classification Code: Anti-Bacterial Agents ; Anti-Infective Agents ; Antibacterial ; Drug / Therapeutic Agent ; Human Data ; Mutation data
Melting point: 120-128°C
Index of Refraction: 1.65
Density: 1.45 g/cm3
Flash Point: 365.9 °C
Enthalpy of Vaporization: 105 kJ/mol
Boiling Point: 681.4 °C at 760 mmHg
Vapour Pressure: 1.69E-19 mmHg at 25 °C
Melting point: 120-128 °C
Storage tempreture: -20 °C
Solubility: Insoluble in water
Appearance: Crystalline solid
Uses
Penicillin V (CAS NO.87-08-1) has been used for antibacterial.
Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| guinea pig | LD50 | intramuscular | 1096mg/kg (1096mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES | Antibiotics Annual. Vol. 3, Pg. 534, 1955/1956. |
| guinea pig | LD50 | intraperitoneal | 822mg/kg (822mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES | Antibiotics Annual. Vol. 3, Pg. 534, 1955/1956. |
| mouse | LD50 | intramuscular | > 1775mg/kg (1775mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES | Antibiotics Annual. Vol. 3, Pg. 534, 1955/1956. |
| mouse | LD50 | intraperitoneal | 1351mg/kg (1351mg/kg) | Antibiotics Annual. Vol. 3, Pg. 540, 1955/1956. | |
| mouse | LD50 | oral | 6578mg/kg (6578mg/kg) | Antibiotiki. Vol. 3(4), Pg. 37, 1958. | |
| mouse | LD50 | subcutaneous | > 4gm/kg (4000mg/kg) | Antibiotics Annual. Vol. 3, Pg. 540, 1955/1956. | |
| rat | LD50 | intramuscular | > 1600mg/kg (1600mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES | Antibiotics Annual. Vol. 3, Pg. 534, 1955/1956. |
| rat | LD50 | intraperitoneal | > 2gm/kg (2000mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES | Antibiotics Annual. Vol. 3, Pg. 534, 1955/1956. |
| rat | LD50 | intravenous | > 1775mg/kg (1775mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES | Antibiotics Annual. Vol. 3, Pg. 534, 1955/1956. |
| rat | LD50 | oral | > 2220mg/kg (2220mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES | Antibiotics Annual. Vol. 3, Pg. 534, 1955/1956. |
| women | TDLo | oral | 10mg/kg/2D (10mg/kg) | LIVER: LIVER FUNCTION TESTS IMPAIRED SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" | Lancet. Vol. 2, Pg. 1297, 1976. |
Safety Profile
Poison by intraperitoneal, subcutaneous, and intravenous routes. Human systemic effects by ingestion: impaired liver function, dermatitis, fever. Mutation data reported. When heated to decomposition it emits very toxic fumes of SOx and NOx.
Hazard Codes of Penicillin V (CAS NO.87-08-1): 
Xn
Risk Statements: 42/43
R42/43: May cause sensitization by inhalation and skin contact.
Safety Statements: 22-36
S22: Do not breathe dust.
S36: Wear suitable protective clothing.
Specification
It is incompatible with acids, oxidizing agents (especially in the presence of trace metals), heavy metal ions such as copper, zinc and mercury; sympathomimetic amines, thiomersal, cetostearyl alcohol, hard paraffins, cocoa butter and many ionic an nonionic surface-active agents.