Cyclo-L-serine
Levcycloserine
CAS: 339-72-0
Molecular Formula: C3H6N2O2
Cyclo-L-serine - Names and Identifiers
| Name | Levcycloserine |
| Synonyms | 102.09 cycloserinr L-cycloserine Levcycloserine Cyclo-L-serine Levocycloserine (S)-Cycloserine (S)-(-)-Cycloserine Cycloserine Impurity 4 (S)-4-Aminoisoxazolidin-3-one (4S)-3-oxoisoxazolidin-4-aminium (4S)-4-amino-1,2-oxazolidin-3-one Cycloserine Impurity 4 (L-Cycloserine) L-Cycloserine,(S)-4-Amino-3-isoxazolidone |
| CAS | 339-72-0 |
| EINECS | 206-427-0 |
| InChI | InChI=1/C3H6N2O2/c4-2-1-7-5-3(2)6/h2H,1,4H2,(H,5,6)/p+1/t2-/m0/s1 |
Cyclo-L-serine - Physico-chemical Properties
| Molecular Formula | C3H6N2O2 |
| Molar Mass | 102.09 |
| Density | 1.278 |
| Melting Point | 147 °C |
| Boling Point | 191.38°C (rough estimate) |
| Solubility | H2O: soluble50mg/mg protein |
| Appearance | White to off-white powder. |
| Color | White to Off-White |
| BRN | 80799 |
| pKa | 14.36±0.40(Predicted) |
| Storage Condition | Keep in dark place,Sealed in dry,Store in freezer, under -20°C |
| Refractive Index | 1.5110 (estimate) |
| Physical and Chemical Properties | White or reddish crystals or powders. Hygroscopic. Deliquescence. Slightly sour taste. Melting point 155~156 c (decomposition), specific rotation 115 degrees (c = 1, water, 22 degrees c), 137 degrees (c = 5,2mol/1NaOH). Soluble in water, soluble in ethanol, chloroform-soluble, ether, insoluble in general organic solvents. In alkaline solution is more stable, in acidic and neutral solution is rapidly decomposed. The broad antibacterial spectrum of cycloserine, in addition to Mycobacterium tuberculosis, the majority of gram-positive and negative bacteria, Rickettsia and some protozoa also have inhibitory effect on streptomycin, vireomycin, of aminosalicylic acid, isoniazid, pyrazinamide and other drug-resistant Mycobacterium tuberculosis also have a role. Cycloserine and isoniazid on Mycobacterium tuberculosis H37RV has a mild synergistic effect, and streptomycin neither synergy nor show antagonistic effect. This product is a bacteriostatic agent, increasing the dose or prolonging the time of action with bacteria, and there is no bactericidal effect. The antibacterial mechanism of this product is to inhibit the synthesis of bacterial cell wall. Cycloserine is mainly used for tuberculosis, which is a second-line drug. The oral dose is 500mg per day for adults and 10mg/kg per day for children. In critically ill patients, the dose can be increased to 1g daily in the short term. In order to ensure the efficacy and not cause adverse reactions, the blood concentration should be measured regularly during the medication, with no more than 30g/ml is appropriate. At the same time taking barbiturates, can reduce or prevent seizures. |
Cyclo-L-serine - Risk and Safety
| Hazard Symbols | Xn - Harmful |
| Risk Codes | R5 - Heating may cause an explosion R20 - Harmful by inhalation |
| Safety Description | S38 - In case of insufficient ventilation, wear suitable respiratory equipment. S36/37 - Wear suitable protective clothing and gloves. |
| WGK Germany | 2 |
| RTECS | NY2976000 |
| FLUKA BRAND F CODES | 10 |
Cyclo-L-serine - Reference Information
| second-line anti-tuberculosis drug | cycloserine is a second-line anti-tuberculosis drug. it is a broad-spectrum antibacterial drug and has weak antibacterial effect on many gram-positive and negative bacteria. It has inhibitory effect on Mycobacterium tuberculosis. The anti-tuberculosis effect is much weaker than isoniazid and streptomycin. Its antibacterial mechanism is to interfere with the synthesis of bacterial cell wall. The concentration of anti-tuberculosis is 5~20mg/L, and other anti-tuberculosis drugs No cross-resistance, bacteria are not easy to develop drug resistance. Due to the high toxicity to the nervous system, it is only used for patients who are ineffective in other drug treatments. oral absorption is rapid, and the peak blood drug concentration is reached at 3~4 hours after oral administration. The average peak value of 0.25g once oral administration is 4mg/L, and the peak value can be reached by repeated medication. The plasma half-life is 10 hours. After absorption, it is distributed in whole body tissues and body fluids, and can spread into fetal circulation, cerebrospinal fluid, ascites and milk. Most of them are excreted through the kidneys in their original form. People with renal insufficiency are prone to accumulation and poisoning, and a small amount is excreted from the feces. The toxic and side effects of cycloserine are mainly nervous system toxic reactions. If severe mental symptoms occur during the medication process, the medication should be stopped immediately. The D type extracted from the Streptomyces culture solution, the synthetic synthetic is DL type optical isomer, and the clinical use of cycloserine is mainly used for the treatment of tuberculosis, especially suitable for other anti-tuberculosis drug-resistant Mycobacterium tuberculosis infection is often combined with other anti-tuberculosis drugs such as isoniazid, streptomycin and p-aminosalicylic acid, and is also used for urinary tract infections caused by Escherichia coli. The information is edited by Andy. |
| preparation method | ① cycloserine is obtained from actinomycetes through fermentation, refining and refining. ② Using serine methyl ester hydrochloride as raw material, under the catalysis of phosphorus pentachloride, it reacts with chloroform, dehydroxylates, and then reacts with hydroxylamine in sodium hydroxide solution to obtain Cycloserine. |
| biological activity | L-Cycloserine ((S)-4-Amino-3-isoxazolidone) acts on E. coli and various animal brains, irreversibly inhibiting GABA 5 '-pyridoxal phosphate aminotransferase. This effect is time-dependent, resulting in increased γ-aminobutyric acid (GABA) content and GABA inhibitory neurotransmitters in the body. |
| Target | Value |
Last Update：2024-04-09 20:52:54
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Product Name: Cycloserine Impurity 1（L-Cycloserine） Visit Supplier Webpage Request for quotationCAS: 339-72-0
Tel: 0714-3999186
Email: 2853786052@qq.com
Mobile: 86+15671228036
QQ: 2853786052
Wechat: 15671228036
Product Name: L-Cycloserine Visit Supplier Webpage Request for quotation
CAS: 339-72-0
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
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CAS: 339-72-0
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
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