D-Cycloserine
Price | USD1.00 |
Packge | 1KG |
- Min. Order:1G
- Supply Ability:100KG
- Time:2019-07-06
Product Details
- Product NameD-Cycloserine
- CAS No.68-41-7
- EINECS No.200-688-4
- MFC3H6N2O2
- MW102.09
- InChIKeyDYDCUQKUCUHJBH-UWTATZPHSA-N
- Appearancepowderwhite to off-white
- storage temp. Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
- Melting point 147 °C (dec.)(lit.)
- Water Solubility SOLUBLE
- Boiling point 191.38°C (rough estimate)
- density 1.3516 (rough estimate)
AD68
D-Cycloserine Basic information |
Product Name: | D-Cycloserine |
Synonyms: | CYCLOSERINE;D-CYCLOSERINE;D-CYCLOSERINE, STREPTOMYCES ORCHIDACEUS;D-4-AMINO-3-ISOXAZOLIDINONE;(R)-(+)-CYCLOSERINE;(R)-4-AMINO-ISOXAZOLIDIN-3-ONE;(R)-4-AMINO-3-ISOXAZOLIDINONE;R(+)-4-AMINO-3-ISOXAZOLIDINONE |
CAS: | 68-41-7 |
MF: | C3H6N2O2 |
MW: | 102.09 |
EINECS: | 200-688-4 |
Product Categories: | VARIOUSAMINE;Miscellaneous Biochemicals;chiral;Amines (Chiral);Chiral Building Blocks;Synthetic Organic Chemistry;Amino Acids;Glutamate receptor;Glutamate;Antibiotics;API;SEROMYCIN;amino;Inhibitors;Amino acid;Halogenated Heterocycles ,Thiophenes ,Thiazolines/Thiazolidines |
Mol File: | 68-41-7.mol |
D-Cycloserine Chemical Properties |
Melting point | 147 °C (dec.)(lit.) |
alpha | 111 º (C=5, 2N NaOH) |
Boiling point | 191.38°C (rough estimate) |
density | 1.3516 (rough estimate) |
refractive index | 1.5110 (estimate) |
storage temp. | −20°C |
solubility | water: soluble50mg/mL, clear, colorless to light yellow |
form | powder |
color | white to off-white |
Water Solubility | SOLUBLE |
Sensitive | Air Sensitive |
Merck | 14,2751 |
BRN | 80798 |
CAS DataBase Reference | 68-41-7(CAS DataBase Reference) |
NIST Chemistry Reference | Cycloserine(68-41-7) |
Safety Information |
Hazard Codes | Xn |
Risk Statements | 5-20 |
Safety Statements | 38-36/37-24/25 |
WGK Germany | 2 |
RTECS | NY2975000 |
F | 10-23 |
Hazardous Substances Data | 68-41-7(Hazardous Substances Data) |
D-Cycloserine Usage And Synthesis |
A second-line anti-TB drug | D-cycloserine is a broad-spectrum polypeptide antibiotic produced by Streptomyces lavendulae and Streptomyces orchidaceus or synthesized by chemical methods. As white crystals with strong hygroscopic nature, it is soluble in water, slightly soluble in lower alcohols, acetone and dioxane, and hardly soluble in chloroform and petroleum ether. It is relatively stable in alkaline solution and decomposes rapidly in acidic or neutral solutions. As a broad-spectrum antibiotic, cycloserine is inhibitive against most Gram-positive and Gram-negative bacteria, rickettsia and some protozoa, with the exception of Mycobacterium tuberculosis., It is also effective on some of the Mycobacterium tuberculosis strains with tolerance to streptomycin, vinactane para-aminosalicylic acid, isoniazid and pyrazinamide. Cycloserine slightly synergizes with isoniazid in the inhibition of Mycobacterium tuberculosis H37RV, but it neither synergizes nor antagonizes against streptomycin. The product is a bacteriostatic agent, and thus won’t exert bactericidal effect even when increasing the dose or prolonging the action time with bacteria. The Mechanism of D-cycloserine’s antibacterial action is to inhibit the biosynthesis of peptidoglycan of the cell wall. As it is a structural analog of D-alanine, D-cycloserine can competitively inhibit the activities of alanine racemase and D-alanyl-D-alanine synthetase, which are two important enzymes in peptidoglycan synthesis. D-cycloserine shows weak inhibitive activity against Mycobacterium tuberculosis which is only 1/10 to 1/20 that of streptomycin. The advantage of the product is that it is effective on drug-resistant Mycobacterium tuberculosis strains and less likely to induce drug resistance. The product can be used with other anti-tuberculosis drugs in the treatment of tuberculosis caused by drug-resistant Mycobacterium tuberculosis. Cycloserine is a second-line anti-tuberculosis drug. It can inhibit the growth of Mycobacterium tuberculosis, but the effect is relatively weaker than that of the first-line drugs. Its efficacy in tuberculosis treatment is relatively low. Use the drug alone may produce drug resistance, but the resistance occurs slowly compared with that of other anti-tuberculosis drugs. No cross-resistance has been found between cycloserine and other anti-tuberculosis drugs. The mechanism of its antibacterial action is to inhibit the synthesis of peptidoglycan of bacterial cell wall, causing defective in cell wall architecture. The main structural component of the bacterial cell wall is peptidoglycan, which is composed of N-acetylglucosamine (GNAc) and N-acetylmuramic acid (MNAc). N-acetylmuramic acid is linked with pentapeptide and connects N-acetylglucosamine in a reduplicated and alternative manner. The formation of cytoplasmic peptidoglycan precursor may be hampered by cycloserine, as the latter can hinder the racemase and the synthetase of D-alanine, and thus blocks the formation of N-acetylmuramic acid. |
Chemical properties | Colorless needle or leafy crystals, or amorphous powder; melting point 155-156℃ (decomposition). Soluble in water; slightly soluble in methanol, ethanol, butanol, propylene glycol, isopropyl alcohol and acetone; and hardly soluble or insoluble in toluene, chloroform, ether, pyridine, benzene and carbon disulfide. |
Uses | Used as an antibiotic medicine in the treatment of drug-resistant Mycobacterium tuberculosis infection. Biochemical research |
Production process | D-Cycloserine can be obtained through fermentation technique or through direct synthesis. The bacteria used in the fermentation is Actinomyces laven-dulae. The fermentation medium consists of dextrin, dextrose, starch, soybean powder, yeast powder, ammonium sulfate, ammonium nitrate, calcium carbonate, sodium chloride, magnesium sulfate and soybean oil. In the synthesis process, D-cycloserine is obtained from β-aminooxy alanine ethyl ester hydrochloride by reaction with potassium hydroxide in a cyclization reaction. |
Chemical Properties | White to pale yellow cryst. powder |
Uses | antibacterial (tuberculostatic) |
Uses | D-Cycloserine inhibits cell wall biosynthesis (D-Ala peptide bond formation). D-Cycloserine also prevents conversion of D-Ala to L-Ala. D-Cycloserine is an bacteriostatic. D-Cycloserine is an antibiot ic against Gram-negative bacteria. |
Company Profile Introduction
Henan CoreyChem Co., Ltd, based on the original Zhengzhou Cote Chemical Research Institute, be brave in absorbing highly educated talents & overseas returnees; actively responded to Zhengzhou City High-tech Zone Government’s Special Care Policy, reorganized and founded in National University of Science and Technology Park, which is a high-tech, stock enterprise of high-end chemical Custom synthesis;The park was created by the People's Government of Henan Province, and proved by Ministry of Education and the National Science & Technology, taking the construction mode of "many college a park, and common development", mainly depends on Zhengzhou University and Henan University’s scientific research and talent advantage to set up Universities, scientific research institute and enterprise scientific research achievements transformation platform, to make high-tech enterprises incubate, is the new high-tech talent gathering base, high and new technology industry enterprise radiation base, colleges and universities technological innovation base.
Henan Coreychem Co., Ltd, facing global High-tech pharmaceutical raw materials, high complex new type intermediates, fine chemicals custom synthesis, scale-up production and Rare chemicals trade. Corey have well-equipped machine, strong technical force and considerate marketing team service. We also have rich experience advantage in basic research, small scale process development, scale-up, industrial technology development & production and cost control.
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- Since:2014-12-17
- Address: No.967,15th Floor,Unit 7, Building 1, No.70 of DianChang Road, High-tech Development Zone, Zhengzho
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