D-Cycloserine
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D-Cycloserine 속성
- 녹는점
- 147 °C (dec.)(lit.)
- 알파
- 111 º (C=5, 2N NaOH)
- 끓는 점
- 191.38°C (rough estimate)
- 밀도
- 1.3516 (rough estimate)
- 굴절률
- 1.5110 (estimate)
- 저장 조건
- Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
- 용해도
- 물: 용해성50mg/mL, 투명, 무색~연황색
- 물리적 상태
- 가루
- 산도 계수 (pKa)
- pKa 4.5 (Uncertain)
- 색상
- 흰색에서 황백색까지
- optical activity
- [α]20/D +115.0±5.0°, c = 2% in H2O
- 수용성
- 녹는
- 감도
- Air Sensitive
- Merck
- 14,2751
- BRN
- 80798
- BCS Class
- 3/1
- 안정성
- 제공된 대로 구매일로부터 2년 동안 안정적입니다. 증류수 용액은 -20°C에서 최대 1개월 동안 보관할 수 있습니다.
- CAS 데이터베이스
- 68-41-7(CAS DataBase Reference)
- NIST
- Cycloserine(68-41-7)
안전
- 위험 및 안전 성명
- 위험 및 사전주의 사항 (GHS)
위험품 표기 | Xn | ||
---|---|---|---|
위험 카페고리 넘버 | 5-20 | ||
안전지침서 | 38-36/37-24/25 | ||
WGK 독일 | 2 | ||
RTECS 번호 | NY2975000 | ||
F 고인화성물질 | 10-23 | ||
HS 번호 | 29419090 | ||
유해 물질 데이터 | 68-41-7(Hazardous Substances Data) | ||
기존화학 물질 | KE-01429 |
D-Cycloserine C화학적 특성, 용도, 생산
화학적 성질
White to pale yellow cryst. powder용도
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.Indications
Cycloserine is a broad-spectrum antibiotic produced by Streptomyces orchidaceus. It is structural analogue of Dalanine and acts through a competitive inhibition of the D-alanine that is involved in bacterial cell wall synthesis. Cycloserine is inhibitory to M. tuberculosis and active against Escherichia coli, S. aureus, and Enterococcus, Nocardia, and Chlamydia spp. It is used in the treatment of MDR tuberculosis and is useful in renal tuberculosis, since most of the drug is excreted unchanged in the urine.일반 설명
Chemical structure: amino acid derivativesMechanism of action
D-Cycloserine is considered to be the active form of the drug, having its action associated with the ability to inhibit two key enzymes, D-alanine racemase and D-alanine ligase. D-Alanine is an important component of the peptidoglycan portion of the mycobacterial cell wall. Mycobacterium are capable of utilizing natural occurring L-alanine and converting the L-alanine to D-alanine via the enzyme D-alanine racemase. The resulting D-alanine is coupled with itself to form a D-alanine–D-alanine complex under the influence of D-alanine ligase, and this complex is incorporated into the peptidoglycan of the mycobacterial cell wall . D-Cycloserine is a rigid analogue of D-alanine; therefore, it competitively inhibits the binding of D-alanine to both of these enzymes and its incorporation into the peptidoglycan. Resistance is associated with an over expression of D-alanine racemase.Pharmacology
Cycloserine is readily absorbed orally and distributes throughout body fluids including the cerebrospinal fluid. The concentrations of cycloserine in tissues, body fluids, and the cerebrospinal fluid are approximately equal to the plasma level. Cycloserine is partially metabolized, and 60 to 80% is excreted unchanged by the kidney.Clinical Use
D-(+)-4-Amino-3-isoxazolidinone (Seromycin) is an antibioticthat has been isolated from the fermentation beer of threedifferent Streptomyces species: S. orchidaceus, S. garyphalus,and S. lavendulus. It occurs as a white to pale yellow crystallinematerial that is very soluble in water. It is stable in alkaline,but unstable in acidic, solutions. The compoundslowly dimerizes to 2,5-bis(aminoxymethyl)-3,6-diketopiperazinein solution or standing.The structure of cycloserine was reported simultaneouslyby Kuehl et al. and Hidy et al.81 to be D-( +)-4-amino-3-isoxazolidinone. It has been synthesized byStammer et al. and by Smart et al.83 Cycloserine is stereochemicallyrelated to D-serine. However, the L-form hassimilar antibiotic activity.
Although cycloserine exhibits antibiotic activity invitro against a wide spectrum of both Gram-negative andGram-positive organisms, its relatively weak potency andfrequent toxic reactions limit its use to the treatment of tuberculosis.It is recommended for patients who fail to respondto other tuberculostatic drugs or who are known tobe infected with organisms resistant to other agents. It isusually administered orally in combination with otherdrugs, commonly isoniazid.
부작용
Cycloserine is readily absorbed after oral administration and is widely distributed, including the CNS. Unfortunately, D-cycloserine binds to neuronal N-methylasparate receptors and, in addition, affects synthesis and metabolism of γ-aminobutyric acid, leading to complex series of CNS effects. As a second-line agent, cycloserine should only be used when retreatment is necessary or when the organism is resistant to other drugs. Cycloserine should not be used as a single drug; it must be used in combination.Purification Methods
Purify cycloserine by recrystallisation from aqueous EtOH or MeOH or aqueous NH3/EtOH or isoPrOH. Also recrystallise it from aqueous ammoniacal solution at pH 10.5 (100mg/mL) by diluting with 5 volumes of isopropanol and then adjusting to pH 6 with acetic acid. An aqueous solution, buffered to pH 10 with Na2CO3, can be stored in a refrigerator for 1week without decomposition. UV: max at 226nm (A1cm 1% 4.02). The tartrate salt has m 165-166o (dec), 166-168o (dec), and [] D 24 -41o (c 0.7, H2O). [Stammer et al. J Am Chem Soc 79 3236 1959, UV: Kuehl J Am Chem Soc 77 2344 1955, Beilstein 27 III/IV 5549.]D-Cycloserine 준비 용품 및 원자재
원자재
탄산칼슘
대두 기름
streptomyces avermifilis
질산암모늄
덱스트린
D-알라닌
SOYBEAN MEAL
수산화칼륨
1-알파-아미노-베타-클로로프로피온산히드록사미드
Serine, O-amino-, methyl ester
BETA-CHLORO-D-ALANINE HYDROCHLORIDE
준비 용품
D-Cycloserine 공급 업체
글로벌( 609)공급 업체
공급자 | 전화 | 이메일 | 국가 | 제품 수 | 이점 |
---|---|---|---|---|---|
Honest Joy Holdings Limited | 0755-36694831 +8613717124449 |
sale@feiyang.com.cn | China | 300 | 58 |
Taizhou Creating Bio-pharm co., ltd. | +8613586099526 |
post@creatingbiopharm.com | China | 217 | 58 |
Hebei Yanxi Chemical Co., Ltd. | +8617531190177 |
peter@yan-xi.com | China | 5873 | 58 |
Hebei Chuanghai Biotechnology Co,.LTD | +86-13131129325 |
sales1@chuanghaibio.com | China | 5895 | 58 |
Capot Chemical Co.,Ltd. | 571-85586718 +8613336195806 |
sales@capotchem.com | China | 29798 | 60 |
Shanghai Daken Advanced Materials Co.,Ltd | +86-371-66670886 |
info@dakenam.com | China | 18628 | 58 |
Taizhou Tianhong Biochemistry Technology Co., Ltd. | 0523-86132544 |
sales@thbiochem.com | CHINA | 305 | 60 |
Shanghai Bojing Chemical Co.,Ltd. | +86-86-02137122233 +8613795318958 |
bj1@bj-chem.com | China | 299 | 55 |
Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 |
info@tianfuchem.com | China | 21663 | 55 |
Hangzhou FandaChem Co.,Ltd. | 008657128800458; +8615858145714 |
fandachem@gmail.com | China | 9284 | 55 |
D-Cycloserine 관련 검색:
DL-세린 베타인 글리신 L-(-)-세린 아세토히드록삼 산 O-에틸하이드록실아민
ALTRENOGEST
D-Serine
L-Homoserine
(S)-4-Amino-3-isoxazolidone, L-4-Amino-3-isoxazolidinone, L-Cycloserine, L-cycloserine,(S)-(-)-CYCLOSERINE, 97%,H-CYCLOSERINE,L-CYCLOSERINE
3-Phenyl-L-serine
Phenibut
4-Ethoxy-N,N,N-trimethyl-4-oxo-1-butanaminium chloride
D-Alaninamide
O-methylhydroxylamine
DL-CYCLOSERINE
ISOXAZOLIDINE
Pentizidone