ChemicalBook >> CAS DataBase List >>PENICILLIN V

PENICILLIN V

CAS No.
87-08-1
Chemical Name:
PENICILLIN V
Synonyms
phenoxymethylpenicillin;v-cillin;(2S,5R,6R)-3,3-Dimethyl-7-oxo-6-[(2-phenoxyacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid;ospen;pen-v;v-cil;apopen;acipenv;oratren;pen-vee
CBNumber:
CB5351620
Molecular Formula:
C16H18N2O5S
Molecular Weight:
350.39
MDL Number:
MFCD00070096
MOL File:
87-08-1.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-28 05:33:25
Product description Number Pack Size Price
Phenoxymethylpenicillin European Pharmacopoeia (EP) Reference Standard P1000000 250 mg $167
Penicillin V United States Pharmacopeia (USP) Reference Standard 1504489 200MG $422
Penicillin V AAA08708 10mg $150
Penicillin V AAA08708 5mg $150
Penicillin V AAA08708 25mg $208.25
More product size

PENICILLIN V Properties

Melting point 120-1280C (dec)
Boiling point 681.4±55.0 °C(Predicted)
Density 1.3121 (rough estimate)
refractive index 1.6510 (estimate)
storage temp. −20°C
solubility Very slightly soluble in water, soluble in ethanol (96 per cent).
pka 2.44±0.50(Predicted)
form A solid
Stability Stable. Combustible. Incompatible with strong oxidizing agents.
FDA UNII Z61I075U2W
NCI Drug Dictionary Pen-Vee
ATC code J01CE02
EPA Substance Registry System Penicillin V (87-08-1)

SAFETY

Risk and Safety Statements

Symbol(GHS)  Health Hazard (GHS08)
GHS08
Signal word  Danger
Hazard statements  H317-H334
Precautionary statements  P261-P285-P304+P341-P342+P311-P501-P261-P272-P280-P302+P352-P333+P313-P321-P363-P501
Hazard Codes  Xn
Risk Statements  42/43
Safety Statements  22-36
RTECS  RY4025000
HS Code  29411094
Hazardous Substances Data 87-08-1(Hazardous Substances Data)
Toxicity LD50 oral in rat: > 2220mg/kg

PENICILLIN V price More Price(18)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich P1000000 Phenoxymethylpenicillin European Pharmacopoeia (EP) Reference Standard 87-08-1 250 mg $167 2026-04-30 Buy
Sigma-Aldrich 1504489 Penicillin V United States Pharmacopeia (USP) Reference Standard 87-08-1 200MG $422 2026-04-30 Buy
Biosynth AAA08708 Penicillin V 87-08-1 10mg $150 2026-06-04 Buy
Biosynth AAA08708 Penicillin V 87-08-1 5mg $150 2026-06-04 Buy
Biosynth AAA08708 Penicillin V 87-08-1 25mg $208.25 2026-06-04 Buy
Product number Packaging Price Buy
P1000000 250 mg $167 Buy
1504489 200MG $422 Buy
AAA08708 10mg $150 Buy
AAA08708 5mg $150 Buy
AAA08708 25mg $208.25 Buy

PENICILLIN V Chemical Properties,Uses,Production

Chemical Properties

Crystalline Solid

Uses

Penicillin antibacterial.

Uses

Phenoxymethylpenicillin or penicillin V is acid-resistant and used instead of penicillin G for oral use. It is active with respect to Gram-positive (staphylococcus, streptococcus, pneumococcus), and Gram-negative (meningococcus, gonococcus) cocci, spirochaeta, clostridia, and corynebacteria.
Phenoxymethylpenicillin is used for bronchitis, pneumonia, angina, scarlet fever, gonorrhea, syphilis, purulent skin and soft-tissue wounds, and other infectious diseases. Synonyms of this drug are bermycin, isocillin, cristapen, fenospen, uticillin, and others.

Uses

Penicillin V is an antibacterial agent. This compound is a contaminant of emerging concern (CECs).

Definition

ChEBI: Phenoxymethylpenicillin is a penicillin compound having a 6beta-(phenoxyacetyl)amino side-chain. It is a penicillin allergen and a penicillin. It is a conjugate acid of a phenoxymethylpenicillin(1-).

Application

Phenoxymethylpenicillin was produced in the culture broth of Penicillium chrysogenum when phenoxyacetic acid was added to the medium at Biochemie in 1953. It is more stable against acid than benzylpenicillin and is used as an orally active penicillin. Its therapeutic applications are the same as those of benzylpenicillin.

brand name

V-Cillin(Lilly).

Antimicrobial activity

The antibacterial spectrum and level of activity are similar to that of benzylpenicillin. Enteric Gram-negative bacilli are highly resistant.

General Description

White crystalline powder.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

Stable in air up to 37%; relatively stable to acid. PENICILLIN V is incompatible with acids, oxidizing agents (especially in the presence of trace metals), heavy metal ions such as copper, lead, zinc and mercury; glycerol, sympathomimetic amines, thiomersal, wood alcohols, cetostearyl alcohol, hard paraffins, macrogols, cocoa butter and many ionic an nonionic surface-active agents. PENICILLIN V is also incompatible with alkalis, compounds leached from vulcanized rubber, hydrochlorides of tetracyclines and organic peroxides. Other incompatibilities include reducing agents, alcohols, other hydroxy compounds, self-emulsifying stearyl alcohol, emulsifying wax, lanolin, crude cholinesterated bases, glycol, sugars, amines, aminacrine hydrochloride, ephedrine, procaine, rubber tubing, thiamine hydrochloride, zinc oxide, oxidized cellulose, iodine, iodides, thiols, chlorocresol and resorcinol. PENICILLIN V may also be incompatible with naphthalene oils and vitamin B.

Health Hazard

SYMPTOMS: Symptoms of exposure to PENICILLIN V include hypersensitization, skin rashes, contact dermatitis, oral lesions, fever, eosinophilia, interstitial nephritis, angioedema, serum sickness, anaphylaxis, "Arthus" phenomenon; irritation of the Gastrointestinal tract; phlebitis; bronchoconstriction with severe asthma, or abdominal pain, nausea, vomiting, extreme weakness and fall in blood pressure, diarrhea, and purpuric skin eruptions.

Fire Hazard

Flash point data for PENICILLIN V are not available; however PENICILLIN V is probably combustible.

Pharmacokinetics

Oral absorption: 40–70%
Cmax 250 mg oral: 2 mg/L after 1 h
Plasma half-life: c. 0.5 h
Volume of distribution: 0.2 L/kg
Plasma protein binding: 80%
Absorption
Owing to acid stability, it is not destroyed in the stomach, but absorption is variable, about 30% remaining in the feces. Absorption is better after administration in the fasting state.
Metabolism and excretion
It is fairly extensively metabolized and degraded in the bowel. Some 60% of the dose is excreted in the urine, 25% in the unchanged form and the remainder as metabolites.

Clinical Use

In 1948, Behrens et al. reported penicillin V, phenoxymethylpenicillin(Pen Vee, V-Cillin) as a biosyntheticproduct. It was not until 1953, however, that its clinicalvalue was recognized by some European scientists. Sincethen, it has enjoyed wide use because of its resistance tohydrolysis by gastric juice and its ability to produce uniformconcentrations in blood (when administered orally). Thefree acid requires about 1,200 mL of water to dissolve 1 g, and it has an activity of 1,695 units/mg. For parenteralsolutions, the potassium salt is usually used. This salt is verysoluble in water. Solutions of it are made from the dry saltat the time of administration. Oral dosage forms of thepotassium salt are also available, providing rapid, effectiveplasma concentrations of this penicillin. The salt of phenoxymethylpenicillinwith N,N'-bis(dehydroabietyl)ethylenediamine(hydrabamine, Compocillin-V) provides a verylong-acting form of this compound. Its high water insolubilitymakes it a desirable compound for aqueous suspensionsused as liquid oral dosage forms.

Clinical Use

It may be prescribed for many indications for which benzylpenicillin is suitable, including streptococcal pharyngitis and skin sepsis, but is not recommended for initial therapy of serious infections. It is useful for continuation therapy after initial control of the disease by parenteral benzylpenicillin when prolonged treatment is required. It has been used prophylactically in recurrent pneumococcal meningitis after head injury and in rheumatic fever. It is not appropriate for infections caused by H. influenzae or Gram-negative bacteria, and is not recommended for the treatment of gonorrhea, syphilis or leptospirosis.

Side effects

Those common to penicillins. As with all penicillins, patients with a history of hypersensitivity to penicillins should be treated cautiously, as serious anaphylactic responses may occur.

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.

Synthesis

Phenoxymethylpenicillin, [2S-(2α,5α,6β)]-3,3-dimethyl-7-oxo- 6-(phenoxyacetamido)-4-thia-1-azabicyclo[3.2.0]-heptan-2-carboxylic acid (32.1.1.2), is also obtained biotechnologically using the fungus P. chrysogenum as the producer and phenoxyacetic acid as the precursor. As with benzylpenicillin, there is a purely synthetic way of making phenoxymethylpenicillin.

PENICILLIN V Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 84)Suppliers
Supplier Tel Email Country ProdList Advantage
Dideu Industries Group Limited
+8617392712697 1022@dideu.com China 29094 58
AFINE CHEMICALS LIMITED
+86-571-85134551 +86-18958018566 info@afinechem.com China 15050 58
Dayang Chem (Hangzhou) Co.,Ltd.
+86-0571-88938639 17705817739 info@dycnchem.com China 52693 58
Chongqing jooe co., ltd
+86-15223382610 info@jooe.com China 15950 58
ANHUI BYERSEN BIOTECH CO. LTD
+86-15385096007 +86-17755058861 amy@byersenchemical.com China 9873 58
BOC Sciences 1-631-485-4226; 16314854226 info@bocsci.com United States 9920 65
Quality Control Solutions Ltd. 0755-66853366 13670046396 orders@qcsrm.com China 18188 56
Shanghai YuanYe Biotechnology Co., Ltd. 13636370518 shyysw007@163.com China 89667 60
Shandong Xiya Chemical Co., Ltd. 4009903999 13395398332 sales@xiyashiji.com China 20788 60
Hefei Bomei Biotechnology Co., Ltd. 13739298932 13856598764 531626407@qq.com China 5106 58

Related articles

View Lastest Price from PENICILLIN V manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
PENICILLIN V pictures 2026-08-20 PENICILLIN V
87-08-1
$1.10 1g 99.9% Min 100 Tons Dideu Industries Group Limited
  • PENICILLIN V pictures
  • PENICILLIN V
    87-08-1
  • $1.10
  • 99.9% Min
  • Dideu Industries Group Limited
(2s-(2alpha,5alpha,6beta))-enoxyacetyl)amino) 3,3-dimethyl-7-oxo-6-[(phenyloxyacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptan 6-phenoxyacetamido-penicillanicaci 6-phenoxyacetamidopenicillanicacid acipenv apopen calcipen compocillinv crystapenv distaquainev e-2-carboxylicacid eskacillianv eskacillinv fenacilin fenospen henoxyacetamido)- meropenin oracillin oratren ospen penicillin,phenoxymethyl penicillinphenoxymethyl pen-oral pen-v pen-vee phenocillin phenomycilline phenopenicillin phenoxymethylenepenicillinicacid phenoxymethylpenicillinicacid p-mega-tablinen rocilin PENICILLIN V Oracilline Phenospen 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 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)]- Orocillin Pen-vee-oral V-Cilin penicillin U Penicillin V (200 mg) Phenoxymethylpenicillin Standard stabicillin v-cil v-cillin v-cylina v-cyline vebecillin v-tablopen Phenoxymethylpenicillin CRS 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-[(2-phenoxyacetyl)amino]-, (2S,5R,6R)- PENICILLIN V USP/EP/BP Phenoxymethylpenicillin for system suitability(Y0001868) Penicillin V (1504489) Penicillin V in ACN:H2O (9:1) Phenoxymethylpenicillin 100 μg/mL in Acetonitrile