Product Name

  • Name

    PENICILLIN V

  • EINECS 201-722-0
  • CAS No. 87-08-1
  • Article Data34
  • CAS DataBase
  • Density 1.3121 (rough estimate)
  • Solubility Soluble x and NOx.
  • Risk Codes 42/43
  • Molecular Structure Molecular Structure of 87-08-1 (PENICILLIN V)
  • Hazard Symbols Not regulated UN NO.
  • 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
  • PSA 121.24000
  • LogP 1.02590

Synthetic route

6-Aminopenicillanic Acid
551-16-6

6-Aminopenicillanic Acid

methyl 2-phenoxyacetate
2065-23-8

methyl 2-phenoxyacetate

penicilin V
87-08-1

penicilin V

Conditions
ConditionsYield
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%
Penicillin-V-2'-bromethylester
65538-78-5

Penicillin-V-2'-bromethylester

penicilin V
87-08-1

penicilin V

Conditions
ConditionsYield
With lithium cobalt(I)-phthalocyanine; phenol In acetone for 4h; Ambient temperature;81%
(R)-2-[(2R,3R)-2-[(2R,3R)-1-((R)-1-Carboxy-2-methyl-propyl)-4-oxo-3-(2-phenoxy-acetylamino)-azetidin-2-yldisulfanyl]-4-oxo-3-(2-phenoxy-acetylamino)-azetidin-1-yl]-3-methyl-butyric acid

(R)-2-[(2R,3R)-2-[(2R,3R)-1-((R)-1-Carboxy-2-methyl-propyl)-4-oxo-3-(2-phenoxy-acetylamino)-azetidin-2-yldisulfanyl]-4-oxo-3-(2-phenoxy-acetylamino)-azetidin-1-yl]-3-methyl-butyric acid

penicilin V
87-08-1

penicilin V

Conditions
ConditionsYield
With ethylenediaminetetraacetic acid; dihydrogen peroxide; iron(II) sulfate; ascorbic acid In water1.3%
(R)-((2R)-4t-carboxy-5,5-dimethyl-thiazolidin-2r-yl)-(2-phenoxy-acetylamino)-acetic acid
123314-55-6

(R)-((2R)-4t-carboxy-5,5-dimethyl-thiazolidin-2r-yl)-(2-phenoxy-acetylamino)-acetic acid

penicilin V
87-08-1

penicilin V

Conditions
ConditionsYield
With 1,4-dioxane; sodium hydroxide; dicyclohexyl-carbodiimide
6-aminopenicillanic acid trimethylsilyl ester
1025-55-4

6-aminopenicillanic acid trimethylsilyl ester

Phenoxyacetyl chloride
701-99-5

Phenoxyacetyl chloride

penicilin V
87-08-1

penicilin V

Conditions
ConditionsYield
(i) Et3N, CHCl3, dioxane, (ii) /BRN= 1082694/; Multistep reaction;
6-β-aminopenicillanic acid sodium salt
1203-85-6

6-β-aminopenicillanic acid sodium salt

Phenoxyacetyl chloride
701-99-5

Phenoxyacetyl chloride

penicilin V
87-08-1

penicilin V

6β-benzylideneamino-penicillanic acid; 1,1,3,3-tetramethyl-butylamine salt
53059-76-0

6β-benzylideneamino-penicillanic acid; 1,1,3,3-tetramethyl-butylamine salt

Phenoxyacetyl chloride
701-99-5

Phenoxyacetyl chloride

penicilin V
87-08-1

penicilin V

Conditions
ConditionsYield
With sodium 2-ethylhexanoic acid In chloroform-d1
Phenoxyacetyl chloride
701-99-5

Phenoxyacetyl chloride

6R(β)-tritylaminopenicillanic acid
40124-92-3

6R(β)-tritylaminopenicillanic acid

penicilin V
87-08-1

penicilin V

Conditions
ConditionsYield
With potassium hydrogencarbonate In acetone
penicillin V sodium salt
1098-87-9

penicillin V sodium salt

penicilin V
87-08-1

penicilin V

Conditions
ConditionsYield
Yield given;
Phenoxyacetyl-L-cysteinyl-D-valine

Phenoxyacetyl-L-cysteinyl-D-valine

penicilin V
87-08-1

penicilin V

Conditions
ConditionsYield
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;
(R)-2-[(2R,3R)-2-Mercapto-4-oxo-3-(2-phenoxy-acetylamino)-azetidin-1-yl]-3-methyl-butyric acid

(R)-2-[(2R,3R)-2-Mercapto-4-oxo-3-(2-phenoxy-acetylamino)-azetidin-1-yl]-3-methyl-butyric acid

penicilin V
87-08-1

penicilin V

Conditions
ConditionsYield
With ethylenediaminetetraacetic acid; oxygen; iron(II) sulfate; ascorbic acid In water at 37℃; for 2h;
L-valine
72-18-4

L-valine

2-phenoxyacetic acid
122-59-8

2-phenoxyacetic acid

penicilin V
87-08-1

penicilin V

Conditions
ConditionsYield
With phosphate buffer; Penicillium chrysogenum mycelium at 24℃; for 20h; Mechanism; <1-14C>- or <18O2>-labelled;
penicillin V methoxymethyl ester
40966-75-4

penicillin V methoxymethyl ester

penicilin V
87-08-1

penicilin V

Conditions
ConditionsYield
With water-d2 In d(4)-methanol at 25℃; Rate constant;
cultures of penicillium chrysogenum-stems

cultures of penicillium chrysogenum-stems

penicilin V
87-08-1

penicilin V

Conditions
ConditionsYield
With 2-phenoxyacetic acid
penicillium notatum-stems

penicillium notatum-stems

penicilin V
87-08-1

penicilin V

Conditions
ConditionsYield
With N-(2-hydroxyethyl)-2-phenoxyacetamide
With bis-[2-(phenoxyacetyl-amino)-ethyl]-disulfide
With 2-phenoxyacetic acid
With 2-Phenoxyethanol
(2S,5R,6R)-3,3-Dimethyl-7-oxo-6-(2-phenoxy-acetylamino)-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 2-oxo-propyl ester

(2S,5R,6R)-3,3-Dimethyl-7-oxo-6-(2-phenoxy-acetylamino)-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 2-oxo-propyl ester

penicilin V
87-08-1

penicilin V

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 0.1 M aq. NaOH / acetonitrile
View Scheme
(R)-2-[(2R,3R)-2-Mercapto-4-oxo-3-(2-phenoxy-acetylamino)-azetidin-1-yl]-3-methyl-butyric acid 4-methoxy-benzyl ester

(R)-2-[(2R,3R)-2-Mercapto-4-oxo-3-(2-phenoxy-acetylamino)-azetidin-1-yl]-3-methyl-butyric acid 4-methoxy-benzyl ester

penicilin V
87-08-1

penicilin V

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: CF3COOH / benzene; various solvent(s) / 1 h / 20 °C
2: FeSO4, ascorbic acid, EDTA, O2 / H2O / 2 h / 37 °C
View Scheme
3,3-dimethyl-D-cysteine
52-67-5

3,3-dimethyl-D-cysteine

penicilin V
87-08-1

penicilin V

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: sodium acetate; aqueous ethanol
2: dioxane; N2H4+H2O / Behandeln des Reaktionsprodukts mit Essigsaeure und wss. HCl
3: triethylamine; CH2Cl2
4: HCl; CH2Cl2
5: dicyclohexylcarbodiimide; aqueous NaOH; dioxane
View Scheme
Multi-step reaction with 6 steps
1: sodium acetate; aqueous ethanol
2: pyridine
3: dioxane; N2H4+H2O / Behandeln des Reaktionsprodukts mit Essigsaeure und wss. HCl
4: triethylamine; CH2Cl2
5: HCl; CH2Cl2
6: dicyclohexylcarbodiimide; aqueous NaOH; dioxane
View Scheme
Phenoxyacetyl chloride
701-99-5

Phenoxyacetyl chloride

penicilin V
87-08-1

penicilin V

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: triethylamine; CH2Cl2
2: HCl; CH2Cl2
3: dicyclohexylcarbodiimide; aqueous NaOH; dioxane
View Scheme
(4S)-2t-((R)-amino-tert-butoxycarbonyl-methyl)-5,5-dimethyl-thiazolidine-4r-carboxylic acid
1030-50-8

(4S)-2t-((R)-amino-tert-butoxycarbonyl-methyl)-5,5-dimethyl-thiazolidine-4r-carboxylic acid

penicilin V
87-08-1

penicilin V

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: triethylamine; CH2Cl2
2: HCl; CH2Cl2
3: dicyclohexylcarbodiimide; aqueous NaOH; dioxane
View Scheme
(4S)-2t-[(R)-tert-butoxycarbonyl-(2-phenoxy-acetylamino)-methyl]-5,5-dimethyl-thiazolidine-4r-carboxylic acid
1057-37-0, 1105-48-2

(4S)-2t-[(R)-tert-butoxycarbonyl-(2-phenoxy-acetylamino)-methyl]-5,5-dimethyl-thiazolidine-4r-carboxylic acid

penicilin V
87-08-1

penicilin V

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: HCl; CH2Cl2
2: dicyclohexylcarbodiimide; aqueous NaOH; dioxane
View Scheme
(4S)-2t-((R)-tert-butoxycarbonyl-phthalimido-methyl)-5,5-dimethyl-thiazolidine-4r-carboxylic acid
1056-69-5, 1056-70-8, 6966-35-4, 52049-65-7, 59168-65-9

(4S)-2t-((R)-tert-butoxycarbonyl-phthalimido-methyl)-5,5-dimethyl-thiazolidine-4r-carboxylic acid

penicilin V
87-08-1

penicilin V

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: dioxane; N2H4+H2O / Behandeln des Reaktionsprodukts mit Essigsaeure und wss. HCl
2: triethylamine; CH2Cl2
3: HCl; CH2Cl2
4: dicyclohexylcarbodiimide; aqueous NaOH; dioxane
View Scheme
(4S)-2c-((S)-tert-butoxycarbonyl-phthalimido-methyl)-5,5-dimethyl-thiazolidine-4r-carboxylic acid
59168-65-9

(4S)-2c-((S)-tert-butoxycarbonyl-phthalimido-methyl)-5,5-dimethyl-thiazolidine-4r-carboxylic acid

penicilin V
87-08-1

penicilin V

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: pyridine
2: dioxane; N2H4+H2O / Behandeln des Reaktionsprodukts mit Essigsaeure und wss. HCl
3: triethylamine; CH2Cl2
4: HCl; CH2Cl2
5: dicyclohexylcarbodiimide; aqueous NaOH; dioxane
View Scheme
6-Aminopenicillanic Acid
551-16-6

6-Aminopenicillanic Acid

penicilin V
87-08-1

penicilin V

Conditions
ConditionsYield
Multi-step reaction with 2 steps
2: KHCO3 / acetone
View Scheme
Multi-step reaction with 2 steps
1: CHCl3
2: (i) Et3N, CHCl3, dioxane, (ii) /BRN= 1082694/
View Scheme
6-Aminopenicillanic Acid
551-16-6

6-Aminopenicillanic Acid

Phenoxyacetyl chloride
701-99-5

Phenoxyacetyl chloride

penicilin V
87-08-1

penicilin V

Conditions
ConditionsYield
With potassium hydrogencarbonate In water; acetone at 0 - 20℃; for 1.25h;
Stage #1: 6-Aminopenicillanic Acid; Phenoxyacetyl chloride With sodium hydrogencarbonate In water; acetone at 10 - 15℃; for 0.35h;
Stage #2: With sulfuric acid pH=2;
6-Aminopenicillanic Acid
551-16-6

6-Aminopenicillanic Acid

phenoxyacetyl-d5 chloride
107462-97-5

phenoxyacetyl-d5 chloride

penicilin V
87-08-1

penicilin V

1,1-Diphenylmethanol
91-01-0

1,1-Diphenylmethanol

penicilin V
87-08-1

penicilin V

(2S,5R,6R)-benzhydryl 6-(2-phenoxyacetamido)-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylate
52141-84-1

(2S,5R,6R)-benzhydryl 6-(2-phenoxyacetamido)-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylate

Conditions
ConditionsYield
With pyridine; isocyanuric acid In dichloromethane at -7 - -5℃; for 0.666667h;91.8%
penicilin V
87-08-1

penicilin V

6β-phenoxyacetamidopenicillanic acid 1β-sulfoxide
33069-21-5

6β-phenoxyacetamidopenicillanic acid 1β-sulfoxide

Conditions
ConditionsYield
With dihydrogen peroxide In dichloromethane at 25 - 30℃; for 6h;90%
penicilin V
87-08-1

penicilin V

Caesium; (2S,5R,6R)-3,3-dimethyl-7-oxo-6-(2-phenoxy-acetylamino)-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylate

Caesium; (2S,5R,6R)-3,3-dimethyl-7-oxo-6-(2-phenoxy-acetylamino)-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylate

Conditions
ConditionsYield
With cesium hydroxide In tetrahydrofuran pH 5;88.3%
penicilin V
87-08-1

penicilin V

penicillin V sodium salt
1098-87-9

penicillin V sodium salt

Conditions
ConditionsYield
With sodium hydroxide In tetrahydrofuran pH 5;86%
ethylene dibromide
106-93-4

ethylene dibromide

penicilin V
87-08-1

penicilin V

Penicillin-V-2'-bromethylester
65538-78-5

Penicillin-V-2'-bromethylester

Conditions
ConditionsYield
With sodium carbonate In dimethyl sulfoxide for 20h;80%
potassium 2-ethylhexanoate

potassium 2-ethylhexanoate

penicilin V
87-08-1

penicilin V

penicillin V potassium
132-98-9

penicillin V potassium

Conditions
ConditionsYield
In butan-1-ol80%
penicilin V
87-08-1

penicilin V

Lithium; (2S,5R,6R)-3,3-dimethyl-7-oxo-6-(2-phenoxy-acetylamino)-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylate

Lithium; (2S,5R,6R)-3,3-dimethyl-7-oxo-6-(2-phenoxy-acetylamino)-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylate

Conditions
ConditionsYield
With lithium hydroxide In tetrahydrofuran; water pH 5;78.3%
1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

penicilin V
87-08-1

penicilin V

C22H24N4O4S

C22H24N4O4S

Conditions
ConditionsYield
In ethanol for 7h; Inert atmosphere; Reflux;77%
penicilin V
87-08-1

penicilin V

GENERIC INORGANIC CATION; (2S,5R,6R)-3,3-dimethyl-7-oxo-6-(2-phenoxy-acetylamino)-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylate

GENERIC INORGANIC CATION; (2S,5R,6R)-3,3-dimethyl-7-oxo-6-(2-phenoxy-acetylamino)-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylate

Conditions
ConditionsYield
With rubidium hydroxide In tetrahydrofuran pH 5;76.8%
alanine trichloroethylester
63478-48-8

alanine trichloroethylester

penicilin V
87-08-1

penicilin V

(S)-2-{[(2S,5R,6R)-3,3-Dimethyl-7-oxo-6-(2-phenoxy-acetylamino)-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carbonyl]-amino}-propionic acid 2,2,2-trichloro-ethyl ester
113322-06-8

(S)-2-{[(2S,5R,6R)-3,3-Dimethyl-7-oxo-6-(2-phenoxy-acetylamino)-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carbonyl]-amino}-propionic acid 2,2,2-trichloro-ethyl ester

Conditions
ConditionsYield
With diisopropyl-carbodiimide In dichloromethane69%
H-S-Leu-OTce
69472-81-7

H-S-Leu-OTce

penicilin V
87-08-1

penicilin V

(S)-2-{[(2S,5R,6R)-3,3-Dimethyl-7-oxo-6-(2-phenoxy-acetylamino)-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carbonyl]-amino}-4-methyl-pentanoic acid 2,2,2-trichloro-ethyl ester
113322-04-6

(S)-2-{[(2S,5R,6R)-3,3-Dimethyl-7-oxo-6-(2-phenoxy-acetylamino)-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carbonyl]-amino}-4-methyl-pentanoic acid 2,2,2-trichloro-ethyl ester

Conditions
ConditionsYield
With diisopropyl-carbodiimide In dichloromethane67%
L-Val-OCH2CCl3
69472-79-3

L-Val-OCH2CCl3

penicilin V
87-08-1

penicilin V

(S)-2-{[(2S,5R,6R)-3,3-Dimethyl-7-oxo-6-(2-phenoxy-acetylamino)-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carbonyl]-amino}-3-methyl-butyric acid 2,2,2-trichloro-ethyl ester
113322-05-7

(S)-2-{[(2S,5R,6R)-3,3-Dimethyl-7-oxo-6-(2-phenoxy-acetylamino)-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carbonyl]-amino}-3-methyl-butyric acid 2,2,2-trichloro-ethyl ester

Conditions
ConditionsYield
With diisopropyl-carbodiimide In dichloromethane64%
O-diphenylmethyl 2,2,2-trichloroacetimidate
100865-93-8

O-diphenylmethyl 2,2,2-trichloroacetimidate

penicilin V
87-08-1

penicilin V

(2S,5R,6R)-benzhydryl 6-(2-phenoxyacetamido)-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylate
52141-84-1

(2S,5R,6R)-benzhydryl 6-(2-phenoxyacetamido)-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylate

Conditions
ConditionsYield
In dichloromethane at 20℃; for 18h; Inert atmosphere;63%
2,2,2-trichloroethyl glycinate*HBr
40126-72-5

2,2,2-trichloroethyl glycinate*HBr

penicilin V
87-08-1

penicilin V

{[(2S,5R,6R)-3,3-Dimethyl-7-oxo-6-(2-phenoxy-acetylamino)-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carbonyl]-amino}-acetic acid 2,2,2-trichloro-ethyl ester
113322-07-9

{[(2S,5R,6R)-3,3-Dimethyl-7-oxo-6-(2-phenoxy-acetylamino)-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carbonyl]-amino}-acetic acid 2,2,2-trichloro-ethyl ester

Conditions
ConditionsYield
With triethylamine; diisopropyl-carbodiimide In dichloromethane50%
H2N-IleOTce
72218-78-1

H2N-IleOTce

penicilin V
87-08-1

penicilin V

(2S,3S)-2-{[(2S,5R,6R)-3,3-Dimethyl-7-oxo-6-(2-phenoxy-acetylamino)-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carbonyl]-amino}-3-methyl-pentanoic acid 2,2,2-trichloro-ethyl ester
113322-08-0

(2S,3S)-2-{[(2S,5R,6R)-3,3-Dimethyl-7-oxo-6-(2-phenoxy-acetylamino)-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carbonyl]-amino}-3-methyl-pentanoic acid 2,2,2-trichloro-ethyl ester

Conditions
ConditionsYield
With diisopropyl-carbodiimide In dichloromethane37%
H2N-OTroc-TyrOTce
113351-77-2

H2N-OTroc-TyrOTce

penicilin V
87-08-1

penicilin V

(S)-2-{[(2S,5R,6R)-3,3-Dimethyl-7-oxo-6-(2-phenoxy-acetylamino)-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carbonyl]-amino}-3-[4-(2,2,2-trichloro-ethoxycarbonyloxy)-phenyl]-propionic acid 2,2,2-trichloro-ethyl ester
113322-11-5

(S)-2-{[(2S,5R,6R)-3,3-Dimethyl-7-oxo-6-(2-phenoxy-acetylamino)-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carbonyl]-amino}-3-[4-(2,2,2-trichloro-ethoxycarbonyloxy)-phenyl]-propionic acid 2,2,2-trichloro-ethyl ester

Conditions
ConditionsYield
With diisopropyl-carbodiimide In dichloromethane36%
(S)-2-Amino-pentanedioic acid bis-(2,2,2-trichloro-ethyl) ester; hydrobromide
113322-03-5

(S)-2-Amino-pentanedioic acid bis-(2,2,2-trichloro-ethyl) ester; hydrobromide

penicilin V
87-08-1

penicilin V

(S)-2-{[(2S,5R,6R)-3,3-Dimethyl-7-oxo-6-(2-phenoxy-acetylamino)-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carbonyl]-amino}-pentanedioic acid bis-(2,2,2-trichloro-ethyl) ester
113322-10-4

(S)-2-{[(2S,5R,6R)-3,3-Dimethyl-7-oxo-6-(2-phenoxy-acetylamino)-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carbonyl]-amino}-pentanedioic acid bis-(2,2,2-trichloro-ethyl) ester

Conditions
ConditionsYield
With triethylamine; diisopropyl-carbodiimide In dichloromethane26%
H2N-TrpOTce
113322-02-4

H2N-TrpOTce

penicilin V
87-08-1

penicilin V

(S)-2-{[(2S,5R,6R)-3,3-Dimethyl-7-oxo-6-(2-phenoxy-acetylamino)-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carbonyl]-amino}-3-(1H-indol-3-yl)-propionic acid 2,2,2-trichloro-ethyl ester
113322-09-1

(S)-2-{[(2S,5R,6R)-3,3-Dimethyl-7-oxo-6-(2-phenoxy-acetylamino)-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carbonyl]-amino}-3-(1H-indol-3-yl)-propionic acid 2,2,2-trichloro-ethyl ester

Conditions
ConditionsYield
With diisopropyl-carbodiimide In dichloromethane14%
penicilin V
87-08-1

penicilin V

(R)-((2R)-4t-carboxy-5,5-dimethyl-thiazolidin-2r-yl)-(2-phenoxy-acetylamino)-acetic acid
123314-55-6

(R)-((2R)-4t-carboxy-5,5-dimethyl-thiazolidin-2r-yl)-(2-phenoxy-acetylamino)-acetic acid

Conditions
ConditionsYield
With water In 1,4-dioxane at 30℃; Rate constant; Bacillus cereus 569/H β-lactamase I, pH 7; also hydroxy ion instead of enzyme;
With sodium hydroxide
penicilin V
87-08-1

penicilin V

(3S,5R,6R)-3-diazoacetyl-2,2-dimethyl-6-phenoxyacetamidopenam
15583-33-2

(3S,5R,6R)-3-diazoacetyl-2,2-dimethyl-6-phenoxyacetamidopenam

Conditions
ConditionsYield
(i) Et3N, CH2Cl2, (ii) ClCO2Me, (iii) /BRN= 102415/; Multistep reaction;
penicilin V
87-08-1

penicilin V

methyl (2S,5R,6R)-3,3-dimethyl-7-oxo-6-(2-phenoxyacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
2315-05-1

methyl (2S,5R,6R)-3,3-dimethyl-7-oxo-6-(2-phenoxyacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

Conditions
ConditionsYield
In diethyl ether
methanol
67-56-1

methanol

penicilin V
87-08-1

penicilin V

methyl (2S,5R,6R)-3,3-dimethyl-7-oxo-6-(2-phenoxyacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
2315-05-1

methyl (2S,5R,6R)-3,3-dimethyl-7-oxo-6-(2-phenoxyacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

Conditions
ConditionsYield
With pyridine; dicyclohexyl-carbodiimide In dichloromethane

Penicillin V Chemical Properties

Molecular Structure:

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

Penicillin V Uses

 Penicillin V (CAS NO.87-08-1) has been used for antibacterial.

Penicillin V 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.

Penicillin V 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): HarmfulXn
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.

Penicillin V 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.

Post buying leads

About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia

Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog

©2008 LookChem.com,License: ICP

NO.:Zhejiang16009103

complaints:service@lookchem.com Desktop View