Ampicillin trihydrate
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Ampicillin trihydrate
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CAS No:
7177-48-2
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Formula:
C16H19N3O4S.3H2O
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Chemical Name:
Ampicillin trihydrate
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Synonyms:
4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,6-[[(2R)-2-amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-,hydrate (1:3),(2S,5R,6R)-;4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,6-(2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-,trihydrate,D-(-)-;4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,6-[(aminophenylacetyl)amino]-3,3-dimethyl-7-oxo-,trihydrate,[2S-[2α,5α,6β(S*)]]-;4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,6-[[(2R)-aminophenylacetyl]amino]-3,3-dimethyl-7-oxo-,trihydrate,(2S,5R,6R)-;Ampicillin trihydrate;Polycillin;[D-(-)-α-Aminobenzyl]penicillin trihydrate;α-Aminobenzylpenicillin trihydrate;Aminobenzylpenicillin trihydrate;Principen
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CAS No:
Description
Ampicillin trihydrate (D-(-)-α-Aminobenzylpenicillin trihydrate) is a broad-spectrum beta-lactam antibiotic against a variety of gram-positive and gram-negative bacteria.
Ampicillin trihydrate is an odorless white microcrystalline powder with a bitter taste. A 0.25% solution in water has a pH of 3.5 to 5.5. (NTP, 1992)
Ampicillin trihydrate is an odorless white microcrystalline powder with a bitter taste. A 0.25% solution in water has a pH of 3.5 to 5.5. (NTP, 1992)|Ampicillin trihydrate is a hydrate. It contains an ampicillin.|Ampicillin Trihydrate is the trihydrate form of ampicillin, a broad-spectrum semisynthetic derivative of aminopenicillin. Ampicillin trihydrate inhibits bacterial cell wall synthesis by binding to penicillin binding proteins, thereby inhibiting peptidoglycan synthesis, a critical component of the bacterial cell wall.|Semi-synthetic derivative of penicillin that functions as an orally active broad-spectrum antibiotic.
Ampicillin trihydrate Basic Attributes
403.45
403.141327
200-709-7
HXQ6A1N7R6
DTXSID9020083
C47960
29411020
Characteristics
141
1.35
white to off-white
198 °C
684℃
87 °C
265 ° (C=0.1, H2O)
H2O: 0.1-1 g/100 mL at 21 ºC;NH4OH 1 M: 50 mg/mL, clear, colorless
2-8°C
Oral-rat LD50: 10000 mg/kg; Oral-Mouse LD50: 15200 mg/kg
Flammable; heat produces toxic nitrogen oxides and sulfur oxide fumes
Optical rotation = +287.9 deg at 20 °C (C=1 in H2O)
Odorless or has a faint odor characteristic of the penicillins
Slightly soluble in water.
Acids, Carboxylic
AMPICILLIN TRIHYDRATE absorbs insignificant amounts of moisture at 77° F and relative humidities up to approximately 80%, but under damper conditions it absorbs significant amounts. A pH-rate profile reveals that hydrolysis is catalyzed by specific acids and bases. The pH of maximum stability is 5.8. (NTP, 1992)
Safety Information
NONH for all modes of transport
2
36/37/38-42/43
22-26-36/37-36-45-23
XH8425000
Xn,Xi
Warehouse ventilated, low temperature and dry
The stability of ampicillin sodium in soln is concn dependent and decreased as the concn of the drug increases. Ampicillin sodium appears to be especially susceptible to inactivation in soln containing dextrose, which appears to have a catalytic effect on hydrolysis of the drug.
P261-P280-P284-P304 + P340-P305 + P351 + P338-P342 + P311
H315-H317-H319-H334-H335
Flash point data for this chemical are not available; however, it is probably combustible. (NTP, 1992)
|Danger|H315 (97.41%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P272, P280, P285, P302+P352, P304+P340, P304+P341, P305+P351+P338, P312, P321, P332+P313, P333+P313, P337+P313, P342+P311, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 1426 companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
SMALL SPILLS AND LEAKAGE: If you spill this chemical, you should dampen the solid spill material with water, then transfer the dampened material to a suitable container. Use absorbent paper dampened with water to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Wash all contaminated surfaces with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. STORAGE PRECAUTIONS: You should store this chemical under refrigerated temperatures, and protect it from moisture. If possible, it would be prudent to store this compound under inert atmosphere. (NTP, 1992)
RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)
Drug Information
Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)
SYMPTOMS: Symptoms of exposure to this compound are via ingestion and intravenous routes. This compound can cause serious hypersensitivity (anaphylactoid) reactions. This includes anaphylactic shock with collapse and sometimes death. Symptoms include glossitis, stomatitis, nausea, vomiting, erythema multiforme, maculopapular skin rash, pruritus, urticaria, exfoliative dermatitis, pseudomembranous colitis, eosinophilia, diarrhea and fever. Other symptoms include enterocolitis, liver changes, anemia, thrombocytopenia, thrombocytopenic purpura, sore mouth and tongue, leukopenia, agranulocytosis and laryngeal stridor. Exposure may also lead to generalized sensitivity reactions, joint pains, angioneurotic edema, darkening of the tongue, nephrotoxicity, acute interstitial nephritis, heartburn, allergic reactions and convulsions. ACUTE/CHRONIC HAZARDS: This chemical may cause irritation. When heated to decomposition it emits toxic fumes of sulfur oxides and nitrogen oxides. (NTP, 1992)
EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)
Amcill
Ampicillin trihydrate Use and Manufacturing
Antibacterial
Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients|Animal Drugs -> FDA Approved Animal Drug Products (Green Book) -> Active Ingredients
Computed Properties
Molecular Weight:403.5
Hydrogen Bond Donor Count:6
Hydrogen Bond Acceptor Count:9
Rotatable Bond Count:4
Exact Mass:403.14132132
Monoisotopic Mass:403.14132132
Topological Polar Surface Area:141
Heavy Atom Count:27
Complexity:562
Defined Atom Stereocenter Count:4
Covalently-Bonded Unit Count:4
Compound Is Canonicalized:Yes
Price Analysis
Drug Function and Efficacy
It is effective against a variety of Gram-positive and Gram-negative bacteria, acts on the active reproduction stage of bacteria, and has a bactericidal effect by inhibiting the biosynthesis of cell wall mucopeptides.
Registered Holders
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APITORIA PHARMA PRIVATE LTD
Active
United States
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Yungjin Pharmaceutical CO.,LTD.
Active
Japan
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North China Pharmaceutical Group Semisyntech Co.,Ltd.
Active
Japan
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