Amoxicillin trihydrate CAS 61336-70-7
Introduction：Basic information about Amoxicillin trihydrate CAS 61336-70-7, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Amoxicillin trihydrate Basic information
| Product Name: | Amoxicillin trihydrate |
| Synonyms: | AmoxycillinTrihydrateBp98;AmoxicillineTrihydrate;AMOXICILLINE 3-HYDRATE;6-(D-[-]-α-Amino-p-hydroxyphenylacetamido) penicillanic acid trihydrate;4-Thia-1-azabicyclo3.2.0heptane-2-carboxylic acid, 6-(2R)-amino(4-hydroxyphenyl)acetylamino-3,3-dimethyl-7-oxo-, trihydrate, (2S,5R,6R)-;AMOXICILLINTRIHYDRATE,USP;amoxicillin soluble powder70%;4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-((amino(4-hydroxyphenyl)acetyl)amino)-3,3-dimethyl-7-oxo-, trihydrate (2S-(2alpha,5alpha,6beta(S*)))- |
| CAS: | 61336-70-7 |
| MF: | C16H21N3O6S |
| MW: | 383.42 |
| EINECS: | 999-999-2 |
| Product Categories: | raw material;Pyridines;AMOXIL;Antibacterial spectrum;API;veterinary medicine,soluble powder;Pharma;Chiral Reagents;Intermediates & Fine Chemicals;Pharmaceuticals;Sulfur & Selenium Compounds;Antibiotics for Research and Experimental Use;beta-Lactams (Antibiotics for Research and Experimental Use);Biochemistry;Antibiotic Explorer;beta-Lactam Structure;A;Alphabetic;AM to AQAntibiotics;BactericidalAntibiotics;Chemical Structure;Principle |
| Mol File: | 61336-70-7.mol |
Amoxicillin trihydrate Chemical Properties
| Melting point | >200°C (dec.) |
| alpha | D20 +246° (c = 0.1) |
| refractive index | 302 ° (C=0.1, H2O) |
| storage temp. | Inert atmosphere,2-8°C |
| solubility | Slightly soluble in water, very slightly soluble in ethanol (96 per cent), practically insoluble in fatty oils. It dissolves in dilute acids and dilute solutions of alkali hydroxides. |
| form | Solid |
| color | White to Off-White |
| Water Solubility | Soluble in water at 3.4mg/ml. |
| Merck | 14,577 |
| JECFA Number | 85 |
| BRN | 7507120 |
| Major Application | clinical testing |
| InChIKey | AIPFZZHNBUVELL-KQLYYQCPNA-N |
| SMILES | C([C@H]1C(S[C@]2([H])[C@H](NC(=O)[C@@H](C3C=CC(O)=CC=3)N)C(=O)N12)(C)C)(=O)O.O |&1:1,4,6,10,r| |
| CAS DataBase Reference | 61336-70-7(CAS DataBase Reference) |
| EPA Substance Registry System | Amoxicillin trihydrate (61336-70-7) |
Safety Information
| Hazard Codes | Xn,Xi |
| Risk Statements | 42/43 |
| Safety Statements | 36-36/37-22 |
| WGK Germany | 2 |
| RTECS | XH8300000 |
| HS Code | 29411000 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Resp. Sens. 1 Skin Sens. 1 |
| Toxicity | LD50 ipr-rat: 2870 mg/kg KSRNAM 7,3040,73 |
| Description | Amoxicillin was synthesized by Beecham Research Laboratories in 1968. A hydroxyl group was introduced on the benzene ring of ampicillin. Amoxicillin shows about a twofold higher serum concentration than ampicillin when administered orally. It was shown by double-blind comparative studies with ampicillin that amoxicillin was as effective as ampicillin when administered at half the dose of ampicillin. |
| Chemical Properties | White to Off-White Solid |
| Originator | Arnoxil,Bencard,UK,1972 |
| Uses | Semi-synthetic antibiotic related to Penicillin. Antibacterial. |
| Uses | Amoxicillin trihydratesemi-synthetic antibiotic related to Penicillin which has antibacterial poperties. It is used for treatment of a variety of bacterial infections. It is used as a pharmaceutical product as a antibiotic agent, anti-infective drug raw materials. |
| Definition | ChEBI: A hydrate that is the trihydrate form of amoxicillin; a semisynthetic antibiotic, used either alone or in combination with potassium clavulanate (under the trade name Augmentin) for treatment of a variety of bacterial infections. |
| Manufacturing Process | Ethyl chlorocarbonate (2.2 ml) was added to an ice cold solution of O,N-dibenzyloxycarbonyl-p-oxy-dl-α-aminophenylacetic acid (10 grams) andtriethylamine (3.85 ml) in dry acetone (193 ml). The mixture was stirred at0°C for 5 minutes during which triethylamine hydrochloride precipitated. Thesuspension was cooled to -30°C and stirred vigorously while adding as rapidlyas possible an ice cold solution of 6-aminopenicillanic acid (5.85 grams) in 3%aqueous sodium bicarbonate (193 ml), the temperature of the mixture neverbeing allowed to rise above 0°C. The resulting clear solution was stirred for 30minutes at 0°C, and then for a further 30 minutes, without external cooling,and finally extracted with diethyl ether (3 x 200 ml) only the aqueous phasebeing retained. This aqueous solution was brought to pH 2 by the addition of hydrochloric acidand the 6-(O,N-dibenzyloxycarbonyl-p-oxy-dl-α-aminophenylacetamido)penicillanic acid so liberated was extracted into diethylether (50 ml and 2 portions of 30 ml). The ether phase was washed withwater (3 x 5 ml) and the water washings were discarded. Finally, the penicillin was converted to the sodium salt by shaking the ethersolution with sufficient 3% sodium bicarbonate to give a neutral aqueousphase, separating the latter and evaporating it at low pressure andtemperature below 20°C. The product was finally dried over phosphoruspentoxide in vacuo to give sodium 6-(O,N-dibenzyloxycarbonyl-p-oxy-dl-α-aminophenylacetamido)-penicillanate (9.2 grams). A suspension of palladium on calcium carbonate (36 grams of 5%) in water(150 ml) was shaken in an atmosphere of hydrogen at room temperature andatmospheric pressure for 1 hour. A neutral solution of sodium 6-(O,Ndibenzyloxycarbonyl-p-oxy-dl-α-aminophenylacetamido)penicillanate (9grams) in water (100 ml) was then added and shaking in hydrogen wasresumed for one hour. The suspension was then filtered and the collectedcatalyst was washed well with water without being allowed to suck drybetween washings. The combined filtrate and washings were then brought topH 6.5 with dilute hydrochloric acid and evaporated to dryness at reducedpressure and temperatures below 20°C. The product was finally dried overphosphorus pentoxide in vacuo to give a solid (5.4 grams) containing 6-(phydroxy-dl-α-aminophenylacetamido)penicillanic acid. |
| Brand name | Amoxil (GlaxoSmithKline);Dispermox (Ranbaxy); Larotid (GlaxoSmithKline);Trimox (Apothecon) [Name previously used:Amoxycillin.]. |
| Therapeutic Function | Antibacterial |
| Contact allergens | Amoxicillin is both a topical and a systemic sensitizer.Topical sensitization occurs in health care workers.Systemic drug reactions are frequent, such as urticaria,maculo-papular rashes, baboon syndrome, acute generalizedexanthematous pustulosis, or even toxic epidermalnecrosis. Cross-reactivity is common withampicillin, and can occur with other penicillins. |
| Safety Profile | Moderately toxic. Anexperimental teratogen. Other experimentalreproductive effects. When heated todecomposition it emits toxic fumes of SOxand NOx. |
Amoxicillin trihydrate Preparation Products And Raw materials
| Raw materials | Hydrochloric acid-->Dichloromethane-->Isopropyl alcohol-->Pivaloyl chloride-->Isooctanoic acid-->Ethyl chloroformate-->Hydrogen-->6-Aminopenicillanic acid-->Sodium bicarbonate |
| Preparation Products | Amoxicillin sodium |
