chloramphenicol | apollo +9191 46 950 950apollopharma.in/pdf/chloramphenicol.pdf · ribosome...

15
Chloramphenicol | apollo +9191 46 950 950 Chloramphenicol | apollo +9191 46 950 950 Chloramphenicol CAS Number : 56-75-7 Molecular Formula : C11H12Cl2N2O5 Molecular Weight : 323.129 g/mol Systematic (IUPAC) : 2,2-dichloro-N-[(1R,2R)-1,3- dihydroxy-1-(4-nitrophenyl)propan-2-yl]acetamide Type : small molecule

Upload: others

Post on 09-Sep-2019

7 views

Category:

Documents


0 download

TRANSCRIPT

Chloramphenicol | apollo +9191 46 950 950

Chloramphenicol | apollo +9191 46 950 950

Chloramphenicol

CAS Number : 56-75-7

Molecular Formula : C11H12Cl2N2O5

Molecular Weight : 323.129 g/mol

Systematic (IUPAC) : 2,2-dichloro-N-[(1R,2R)-1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl]acetamide

Type : small molecule

Description : An antibiotic first isolated from cultures of Streptomyces venequelae in 1947 but now produced synthetically. It has a relatively simple structure and was the first broad-spectrum antibiotic to be discovered. It

acts by interfering with bacterial protein synthesis and is mainly bacteriostatic. (From Martindale, The Extra

Pharmacopoeia, 29th ed, p106)

Categories

Anti-Bacterial Agents

Protein Synthesis Inhibitors

Pharmacology

Indication : Used in treatment of cholera, as it destroys

the vibrios and decreases the diarrhea. It is effective against tetracycline-resistant vibrios. It is also used in eye drops or ointment to treat bacterial conjunctivitis.

Pharmacodynamics : Chloramphenicol is a broad-

spectrum antibiotic that was derived from the bacterium Streptomyces venezuelae and is now produced

synthetically. Chloramphenicol is effective against a wide variety of microorganisms, but due to serious side-

effects (e.g., damage to the bone marrow, including aplastic anemia) in humans, it is usually reserved for the treatment of serious and life-threatening infections (e.g., typhoid fever). Chloramphenicol is bacteriostatic but

may be bactericidal in high concentrations or when used against highly susceptible organisms. Chloramphenicol

stops bacterial growth by binding to the bacterial

ribosome (blocking peptidyl transferase) and inhibiting protein synthesis.

Mechanism of action : Chloramphenicol is lipid-

soluble, allowing it to diffuse through the bacterial cell membrane. It then reversibly binds to the L16 protein of the 50S subunit of bacterial ribosomes, where transfer of

amino acids to growing peptide chains is prevented (perhaps by suppression of peptidyl transferase activity), thus inhibiting peptide bond formation and subsequent

protein synthesis.

Absorption : Rapidly and completely absorbed from gastrointestinal tract following oral administration (bioavailability 80%). Well absorbed following

intramuscular administration (bioavailability 70%). Intraocular and some systemic absorption also occurs

after topical application to the eye.

Protein binding : Plasma protein binding is 50-60%

in adults and 32% is premature neonates.

Metabolism : Hepatic, with 90% conjugated to inactive

glucuronide.

Half life : Half-life in adults with normal hepatic and renal function is 1.5 - 3.5 hours. In patients with impaired renal function half-life is 3 - 4 hours. In

patients with severely impaired hepatic function half-life is 4.6 - 11.6 hours. Half-life in children 1 month to 16

years old is 3 - 6.5 hours, while half-life in infants 1 to 2 days old is 24 hours or longer and is highly variable,

especially in low birth-weight infants.

Toxicity : Oral, mouse: LD50 = 1500 mg/kg; Oral, rat: LD50 = 2500 mg/kg. Toxic reactions including fatalities have occurred in the premature and newborn; the signs and symptoms associated with these reactions have been referred to as the gray syndrome. Symptoms include (in

order of appearance) abdominal distension with or without emesis, progressive pallid cyanosis, vasomotor

collapse frequently accompanied by irregular respiration, and death within a few hours of onset of

these symptoms.

Affected organisms : Enteric bacteria and other

eubacteria

General Descriptions And Applications

Chloramphenicol is a relatively simple structure broad-spectrum antibiotic which is effective against rickettsiae, gram-positive and gram-negative bacteria, and certain

spirochetes by inhibiting translation on the 50S ribosomal subunit at the peptidyltransferase step

(elongation inhibition). It was originally isolated from a species of streptomyces bacteria and other spirochetes

later, but is produced synthetically. Because of its toxicity and side-effect, it should only be used for serious infections in which other medicines do not work; should not be used for colds, flu, other virus infections, sore

throats or other minor infections, or to prevent infections. It is used especially in the treatment of

typhus and other rickettsial infections and in typhoid, shigellosis, and related enteric diseases.

Chloramphenicol is used in biological research of protein synthesis. It is a greenish white or yellowish white needle-like solid; slightly soluble in water and

ether; soluble in alcohol; melting point 148-150 C. Its chemical designation is D(-)-threo-2,2-Dichloro-N-[beta-hydroxy-alpha-(hydroxymethyl)- beta-(4-nitrophenyl)ethyl] acetamide or D-(-)-threo-1-(p-

nitrophenyl)-2-dichloro acetamido-1,3-propanediol.

Chloramphenicol palmitate: the palmitic ester of chloramphenicol, administered orally.

Chloramphenicol sodium succinate: the sodium succinate derivative of chloramphenicol, administered

intravenously.

Thiamphenicol: a methylsulfonyl analog of chloramphenicol

Florfenicol: a fluorinated analog of thiamphenicol

Why is this medication prescribed?

Chloramphenicol injection is used to treat certain types of serious infections caused by bacteria when other

antibiotics cannot be used. Chloramphenicol injection is in a class of medications called antibiotics. It works by stopping the growth of bacteria. Antibiotics will not

work for colds, flu, or other viral infections.

How should this medicine be used?

Chloramphenicol injection comes as a liquid to be injected into a vein by a doctor or nurse in a hospital. It

is usually given every 6 hours. The length of your treatment depends on the type of infection being

treated. After your condition improves, your doctor may switch you to another antibiotic that you can take by

mouth to complete your treatment.

You should begin to feel better during the first few days of treatment with chloramphenicol injection. If your

symptoms do not improve or get worse, tell your doctor.

Use chloramphenicol injection for as long as your doctor tells you, even if you feel better. If you stop using

chloramphenicol injection too soon or skip doses, your infection may not be completely treated and the bacteria

may become resistant to antibiotics.

Other uses for this medicine

In the event of biological warfare, chloramphenicol injection may be used to treat and prevent dangerous illnesses that are deliberately spread such as plague, tularemia, and anthrax of the skin or mouth. Talk to

your doctor about the risks of using this medication for your condition.

This medication may be prescribed for other uses; ask your doctor or pharmacist for more information.

What special precautions should I follow?

Before receiving chloramphenicol injection,

tell your doctor and pharmacist if you are allergic to chloramphenicol injection or any other medications.

tell your doctor and pharmacist what other prescription and nonprescription medications, vitamins, nutritional supplements, and herbal products you are taking or plan

to take. Be sure to mention any of the following: anticoagulants (''blood thinners'') such as warfarin (Coumadin); aztreonam (Azactam); cephalosporin

antibiotics such as cefoperazone (Cefobid), cefotaxime (Claforan), ceftazidime (Fortaz, Tazicef), and ceftriaxone (Rocephin); cyanocobalamin (vitamin B12); folic acid; iron supplements; certain oral medications for diabetes such as chlorpropamide (Diabinese) and tolbutamide;

phenobarbital; phenytoin (Dilantin, Phenytek); rifampin (Rimactane, Rifadin); and medications that may cause a

decrease in the number of blood cells in the body. Ask your doctor or pharmacist if any of the medications that you are taking may cause a decrease in the number of

blood cells. Your doctor may need to change the doses of your medications or monitor you carefully for side effects. Other medications may also interact with

chloramphenicol injection, so be sure to tell your doctor about all the medications you are taking, even those that

do not appear on this list.

tell your doctor if you have ever been treated with chloramphenicol injection before, especially if you

experienced severe side effects. Your doctor may tell you not to use chloramphenicol injection.

tell your doctor if you have or have ever had kidney or liver disease.

tell your doctor if you are pregnant, plan to become pregnant, or are breast-feeding. If you become pregnant while receiving chloramphenicol injection, call your

doctor.

if you are having surgery, including dental surgery, tell the doctor or dentist that you are receiving

chloramphenicol injection.

What special dietary instructions should I

follow?

Unless your doctor tells you otherwise, continue your normal diet.

What side effects can this medication cause?

Chloramphenicol injection may cause side effects. Tell your doctor if any of these symptoms are severe or do

not go away:

nausea

vomiting

diarrhea

tongue or mouth sores

headache

depression

confusion

Some side effects can be serious. If you experience any of these symptoms or those listed in the IMPORTANT WARNING section, call your doctor immediately:

hives

rash

itching

swelling of the face, throat, tongue, lips, eyes, hands, feet, ankles, or lower legs

hoarseness

difficulty swallowing or breathing

watery or bloody stools (up to 2 months after your treatment)

stomach cramps

muscle aches or weakness

sweating

feelings of numbness, pain, or tingling in an arm or leg

sudden changes in vision

pain with eye movement

Chloramphenicol injection may cause a condition called gray syndrome in premature and newborn infants. There have also been reports of gray syndrome in children up to age 2 and in newborns whose mothers were treated

with chloramphenicol injection during labor. Symptoms, which usually occur after 3 to 4 days of treatment, may include: stomach bloating, vomiting, blue lips and skin due to lack of oxygen in the blood, low blood pressure,

difficulty breathing, and death. If treatment is stopped at the first sign of any symptoms, the symptoms may go

away, and the infant may recover completely. Talk to your doctor about the risks of using this medication during labor or to treat babies and young children.

Chloramphenicol injection may cause other side effects. Call your doctor if you have any unusual problems while

receiving this medication.

What other information should I know?

Ask your doctor any questions you have about chloramphenicol injection. If you still have symptoms of infection after you finish the chloramphenicol injection,

talk to your doctor.

It is important for you to keep a written list of all of the prescription and nonprescription (over-the-counter) medicines you are taking, as well as any products such

as vitamins, minerals, or other dietary supplements. You should bring this list with you each time you visit a doctor or if you are admitted to a hospital. It is also important information to carry with you in case of

emergencies.

Uses

Chloramphenicol is an antibiotic used to treat a variety of bacterial infections.

How To Use?

This medication is best taken on an empty stomach 1 hour before or 2 hours after meals. It may be taken with

food or milk if stomach upset occurs. The liquid suspension form of this medicine must be shaken well

before using. Store in the refrigerator. Check the expiration date and discard any unused portion after 14 days because the drug loses potency. Antibiotics work

best when the amount of medicine in your body is kept at a constant level. Do this by taking the medication at evenly spaced intervals throughout the day and night.

Continue to take this medication until the full prescribed amount is finished even if symptoms disappear after a few days. Stopping the medication too early may allow bacteria to continue to grow resulting in a relapse of the

infection.

apollo | asia Division

APOLLO Pharmaceuticals API Manufacturer INDIA [P] Ltd.|asia Division

Mr.Vipin Saxena|CEO

Cellular:+91-98-21050033

Cellular:+91-98-20150033

Direct :+91-22-65785588

FAX :+91-22-42950001

Wireline Purchase HELPDESK:

+91-22-65050001

+91-22-65650001

Wireline Sales HELPDESK:

+91-22-65500009

+91-22-65050009

Wireless 24x7 HELPDESK:

+9191-46-951951

+9191-46-950950

Blackberry Pin :

32E6500D | 32E65010 | 28415C58

Email:

[email protected]

[email protected]

[email protected]

[email protected]

www.apolloworld.in

www.apollopharma.in

www.apollopharmaceuticals.Net

Chat:

MSN Hotmail:VipinrSaxena

Skype NAME:VipinrSaxena

Rocketmail:VipinrSaxena

Google mail:VipinrSaxena

BlackBerry:28415C58

Regd. Office :-

1104, Maker Chamber V,

Nariman Point

Mumbai, INDIA

Pin:400021

Industrial Office

D-62, OIC India

Oshiwara Industrial Centre,

New Link Road,

Goregoan West,

Mumbai, INDIA

Pin:400104

Manufacturing Unit Address:

Plot No. 117A,

Village: Chamble

Near MonaTona Limited.Wada,

Maharashtra,

PIN : 421312 | INDIA

Email:

[email protected]

[email protected]

[email protected]

[email protected]

www.apollo.mn | www.apollo.com.co | www.apollopharmaceuticals.Com