2,2-디클로로-N-[2-하이드록시-1-(하이드록시메틸)-2-[4-(메틸술포닐)페닐]에틸]아세트아미드

2,2-디클로로-N-[2-하이드록시-1-(하이드록시메틸)-2-[4-(메틸술포닐)페닐]에틸]아세트아미드
2,2-디클로로-N-[2-하이드록시-1-(하이드록시메틸)-2-[4-(메틸술포닐)페닐]에틸]아세트아미드 구조식 이미지
카스 번호:
15318-45-3
한글명:
2,2-디클로로-N-[2-하이드록시-1-(하이드록시메틸)-2-[4-(메틸술포닐)페닐]에틸]아세트아미드
동의어(한글):
2,2-디클로로-N-[2-하이드록시-1-(하이드록시메틸)-2-[4-(메틸술포닐)페닐]에틸]아세트아미드;안티바이오틱스
상품명:
Thiamphenicol
동의어(영문):
thiophenicol;D-THREO-2,2-DICHLORO-N-(BETA-HYDROXY-ALPHA-[HYDROXYMETHYL]-4-[METHYLSULFONYL]PHENETHYL)ACETAMIDE;Neomyson;8065c.b.;NSC 522822;win-5063-2;thiocymetin;hiamphenicol;D-Thiocymetin;THIAMPHENICOL
CBNumber:
CB0102588
분자식:
C12H15Cl2NO5S
포뮬러 무게:
356.22
MOL 파일:
15318-45-3.mol
MSDS 파일:
SDS

2,2-디클로로-N-[2-하이드록시-1-(하이드록시메틸)-2-[4-(메틸술포닐)페닐]에틸]아세트아미드 속성

녹는점
163-166 °C
알파
D25 +12.9° (ethanol)
밀도
1.3281 (rough estimate)
굴절률
1.6000 (estimate)
저장 조건
Sealed in dry,Room Temperature
용해도
에탄올: 50mg/mL, 투명, 무색
물리적 상태
가루
끓는 점
695.9±55.0 °C(Predicted)
산도 계수 (pKa)
11.05±0.46(Predicted)
색상
흰색에서 황백색까지
수용성
아세토니트릴 또는 DMF에 용해됩니다. 물에 약간 용해됨
Merck
14,9301
BRN
2819542
InChIKey
OTVAEFIXJLOWRX-NXEZZACHSA-N
CAS 데이터베이스
15318-45-3
EPA
Thiamphenicol (15318-45-3)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
안전지침서 22-24/25
WGK 독일 2
RTECS 번호 AB6680000
HS 번호 29414000
독성 human,TDLo,unreported,214mg/kg/10D (214mg/kg),BEHAVIORAL: SLEEPGASTROINTESTINAL: NAUSEA OR VOMITINGSKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE",Arzneimittel-Forschung. Drug Research. Vol. 24, Pg. 944, 1974.
기존화학 물질 KE-10139
그림문자(GHS): GHS hazard pictograms
신호 어: Warning
유해·위험 문구:
암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드
H302 삼키면 유해함 급성 독성 물질 - 경구 구분 4 경고 GHS hazard pictograms P264, P270, P301+P312, P330, P501
H315 피부에 자극을 일으킴 피부부식성 또는 자극성물질 구분 2 경고 GHS hazard pictograms P264, P280, P302+P352, P321,P332+P313, P362
H319 눈에 심한 자극을 일으킴 심한 눈 손상 또는 자극성 물질 구분 2A 경고 GHS hazard pictograms P264, P280, P305+P351+P338,P337+P313P
H335 호흡 자극성을 일으킬 수 있음 특정 표적장기 독성 - 1회 노출;호흡기계 자극 구분 3 경고 GHS hazard pictograms
예방조치문구:
P261 분진·흄·가스·미스트·증기·...·스프레이의 흡입을 피하시오.
P305+P351+P338 눈에 묻으면 몇 분간 물로 조심해서 씻으시오. 가능하면 콘택트렌즈를 제거하시오. 계속 씻으시오.
NFPA 704
0
2 0

2,2-디클로로-N-[2-하이드록시-1-(하이드록시메틸)-2-[4-(메틸술포닐)페닐]에틸]아세트아미드 MSDS


Methylsulfonyl chloramphenicol

2,2-디클로로-N-[2-하이드록시-1-(하이드록시메틸)-2-[4-(메틸술포닐)페닐]에틸]아세트아미드 C화학적 특성, 용도, 생산

화학적 성질

Off-White Solid

용도

Thiamphenicol is an antibiotic. Thiamphenicol is the methyl-sulfonyl analogue of chloramphenicol and has a similar spectrum of activity, but is 2.5 to 5 times as potent. Thiamphenicol is used particul arly for the treatment of sexually transmitted infections and pelvic inflammatory disease.

Antimicrobial activity

It is generally less active than chloramphenicol, but is equally active against Str. pyogenes, Str. pneumoniae, H. influenzae and N. meningitidis, including some strains resistant to chloramphenicol. It is more actively bactericidal against Haemophilus and Neisseria spp.

원료

There is complete cross-resistance with chloramphenicol in those bacteria which elaborate acetyltransferase, although the affinity of the enzyme for thiamphenicol is lower. Organisms that owe their resistance to other mechanisms may be susceptible.

Pharmacokinetics

An oral dose of 500 mg produces a peak plasma level of 3–6 mg/L after about 2 h. The plasma half-life is 2.6–3.5 h. It is said to reach the bronchial lumen in concentrations sufficient to exert a bactericidal effect on H. influenzae. Unlike chloramphenicol it is not a substrate for hepatic glucuronyl transferase; it is not eliminated by conjugation, and its half-life is not affected by phenobarbital induction.
About 50% of the dose can be recovered in an active form in the urine within 8 h and 70% over 24 h. The drug is correspondingly retained in the presence of renal failure, and in anuric patients the plasma half-life has been reported to be 9 h, a value not significantly affected by peritoneal dialysis. Biliary excretion is believed to account for removal of the antibiotic in anuric patients. The plasma concentration is elevated and half-life prolonged in patients with hepatitis or cirrhosis.

Clinical Use

Similar to that of chloramphenicol.

부작용

There are no reports of irreversible bone-marrow toxicity. This has been related to the absence of the nitro group, and hence its reduction products, and differences in the biochemical effects of thiamphenicol and chloramphenicol on mammalian cells. It exerts a greater dose-dependent reversible depression of hemopoiesis and immunogenesis than chloramphenicol, and has been used for its immunosuppressive effect. Therapeutic doses (1–1.5 g) are likely to depress erythropoiesis in the elderly or others with impaired renal function.

Purification Methods

Recrystallise thiamphenicol from H2O or CHCl3. The UV has max at 224, 266 and 274nm ( 13,700, 800 and 700) in 95% EtOH. The 1S,2S-isomer [1478651-7] has m 164.3-166.3o (from H2O/EtOAc/pet ether) and [] D 25 -12.6o (c 1, EtOH); and the racemate 1RS,2RS-Racefenical [847-25-6] has m 181-183o (dec) from CHCl3/EtOAc/pet ether. [Cutler et al. J Am Chem Soc 74 5475, 5482 1952, UV: Nachod & Cutler J Am Chem Soc 74 1291 1952, Suter et al. J Am Chem Soc 75 4330 1953, Cutler et al. J Am Pharm Assoc 43 687 1954, Beilstein 13 IV 2957.]

2,2-디클로로-N-[2-하이드록시-1-(하이드록시메틸)-2-[4-(메틸술포닐)페닐]에틸]아세트아미드 준비 용품 및 원자재

원자재

준비 용품


2,2-디클로로-N-[2-하이드록시-1-(하이드록시메틸)-2-[4-(메틸술포닐)페닐]에틸]아세트아미드 공급 업체

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2,2-디클로로-N-[2-하이드록시-1-(하이드록시메틸)-2-[4-(메틸술포닐)페닐]에틸]아세트아미드 관련 검색:

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