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PENICILLIN V

PENICILLIN V Structure
PENICILLIN V structure
CAS No.
87-08-1
Chemical Name:
PENICILLIN V
Synonyms
phenoxymethylpenicillin;v-cillin;ospen;pen-v;v-cil;apopen;acipenv;oratren;pen-vee;rocilin
CBNumber:
CB5351620
Molecular Formula:
C16H18N2O5S
Molecular Weight:
350.39
MDL Number:
MFCD00070096
MOL File:
87-08-1.mol
MSDS File:
SDS
Last updated:2023-05-09 09:30:44
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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)  GHS hazard pictograms
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
Toxicity LD50 oral in rat: > 2220mg/kg

PENICILLIN V price More Price(7)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 1504489 Penicillin V United States Pharmacopeia (USP) Reference Standard 87-08-1 200MG $400 2022-05-15 Buy
TRC P223505 PenicillinV 87-08-1 100mg $130 2021-12-16 Buy
American Custom Chemicals Corporation CHM0163475 POTASSIUM(2S,5R,6R)-3,3-DIMETHYL-7-OXO-6-[(2-PHENOXYACETYL)AMINO]-4-THIA-1-AZABICYCLO[3.2.0]HEPTANE-2-CARBOXYLATE 95.00% 87-08-1 5MG $501.11 2021-12-16 Buy
American Custom Chemicals Corporation API0000755 PENICILLIN V 95.00% 87-08-1 100MG $691.27 2021-12-16 Buy
Medical Isotopes, Inc. 12924 PenicillinV 87-08-1 100mg $870 2021-12-16 Buy
Product number Packaging Price Buy
1504489 200MG $400 Buy
P223505 100mg $130 Buy
CHM0163475 5MG $501.11 Buy
API0000755 100MG $691.27 Buy
12924 100mg $870 Buy

PENICILLIN V Chemical Properties,Uses,Production

Chemical Properties

Crystalline Solid

Uses

Penicillin antibacterial.

Uses

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

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.

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

Amoxicillin Penicillin V sodium

PENICILLIN V Suppliers

Global( 70)Suppliers
Supplier Tel Email Country ProdList Advantage
Shaanxi Dideu Medichem Co. Ltd 		+86-029-81138252 +86-18789408387 1057@dideu.com China 3537 58
ANHUI WITOP BIOTECH CO., LTD 		+8615255079626 eric@witopchemical.com China 23556 58
Shaanxi Dideu Medichem Co. Ltd 		+86-029-89586680 +86-18192503167 1026@dideu.com China 9320 58
Dideu Industries Group Limited 		+86-29-89586680 +86-15129568250 1026@dideu.com China 29220 58
AFINE CHEMICALS LIMITED 		0571-85134551 info@afinechem.com CHINA 15377 58
Dayang Chem (Hangzhou) Co.,Ltd. 		571-88938639 +8617705817739 info@dycnchem.com CHINA 52867 58
Alfa Chemistry 		+1-5166625404 Info@alfa-chemistry.com United States 21317 58
Sinopharm Chemical Reagent Co,Ltd. 86-21-63210123 sj_scrc@sinopharm.com China 9823 79
BOC Sciences 1-631-485-4226; 16314854226 info@bocsci.com United States 14059 65
Beijing HuaMeiHuLiBiological Chemical 010-56205725 waley188@sohu.com China 12338 58
Supplier Advantage
Shaanxi Dideu Medichem Co. Ltd 		58
ANHUI WITOP BIOTECH CO., LTD 		58
Shaanxi Dideu Medichem Co. Ltd 		58
Dideu Industries Group Limited 		58
AFINE CHEMICALS LIMITED 		58
Dayang Chem (Hangzhou) Co.,Ltd. 		58
Alfa Chemistry 		58
Sinopharm Chemical Reagent Co,Ltd. 79
BOC Sciences 65
Beijing HuaMeiHuLiBiological Chemical 58

Related articles

View Lastest Price from PENICILLIN V manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
PENICILLIN V pictures 2022-05-14 PENICILLIN V
87-08-1
 US $1.10 / g 1g 99.9% Min 100 Tons Dideu Industries Group Limited
Penicillin V pictures 2020-05-12 Penicillin V
87-08-1
 US $1.00 / KG 1KG 99% 20T Shaanxi Dideu Medichem Co. Ltd
  • PENICILLIN V pictures
  • PENICILLIN V
    87-08-1
  • US $1.10 / g
  • 99.9% Min
  • Dideu Industries Group Limited
  • Penicillin V pictures
  • Penicillin V
    87-08-1
  • US $1.00 / KG
  • 99%
  • Shaanxi Dideu Medichem Co. Ltd

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(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 (2S,5R,6R)-3,3-Dimethyl-7-oxo-6-[(2-phenoxyacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid 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) stabicillin v-cil v-cylina v-cyline vebecillin v-tablopen Phenoxymethylpenicillin Standard 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) phenoxymethylpenicillin v-cillin