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스트레프토조토신

스트레프토조토신
스트레프토조토신 구조식 이미지
카스 번호:
18883-66-4
한글명:
스트레프토조토신
동의어(한글):
스트레프토조토신
상품명:
Streptozocin
동의어(영문):
STR;STZ;strz;U-9889;ZANOSAR;nsc85998;nsc-85598;nsc-85998;nci-c03167;STREPTOZOCIN
CBNumber:
CB1476758
분자식:
C8H15N3O7
포뮬러 무게:
265.22
MOL 파일:
18883-66-4.mol

스트레프토조토신 속성

녹는점
121 °C (dec.)(lit.)
알파
D25 +39°
끓는 점
408.44°C (rough estimate)
밀도
1.4410 (rough estimate)
굴절률
1.6500 (estimate)
저장 조건
−20°C
산도 계수 (pKa)
pKa 1.3 (Uncertain)
물리적 상태
powder
색상
white to light yellow
수용성
soluble
감도
Hygroscopic
Merck
13,8912
BRN
2060675
InChIKey
ZSJLQEPLLKMAKR-FEQHFJGESA-N
CAS 데이터베이스
18883-66-4
EPA
D-Glucose, 2-deoxy-2-[[(methylnitrosoamino) carbonyl]amino]-(18883-66-4)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험품 표기 Xn,T
위험 카페고리 넘버 40-61-46-45-22-20/21/22
안전지침서 36/37-53-45-36-22
유엔번호(UN No.) 3249
WGK 독일 3
RTECS 번호 LZ5775000
F 고인화성물질 3-10-21
위험 등급 6.1(b)
포장분류 III
HS 번호 29419090
유해 물질 데이터 18883-66-4(Hazardous Substances Data)
독성 LD50 in female mice (mg/kg): 360 i.p.; 275 i.v.; in male dogs (mg/kg): 50 i.v. (Iwasaki)
그림문자(GHS):
신호 어: Danger
유해·위험 문구:
암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드
H350 암을 일으킬 수 있음 (노출되어도 암을 일으키지 않는다는 결정적인 증거가 있는 노출경로가 있다면 노출경로 기재) 발암성 물질 구분 1A, 1B 위험
H351 암을 일으킬 것으로 의심됨 (노출되어도 암을 일으키지 않는다는 결정적인 증거가 있는 노출경로가 있다면 노출경로 기재) 발암성 물질 구분 2 경고 P201, P202, P281, P308+P313, P405,P501
예방조치문구:
P201 사용 전 취급 설명서를 확보하시오.
P202 모든 안전 조치 문구를 읽고 이해하기 전에는 취급하지 마시오.
P280 보호장갑/보호의/보안경/안면보호구를 착용하시오.
P308+P313 노출 또는 접촉이 우려되면 의학적인 조치· 조언를 구하시오.
P405 밀봉하여 저장하시오.

스트레프토조토신 MSDS


2-Desoxy-2-(3-methyl-3-nitrosoureido)-D-glucopyranose

스트레프토조토신 C화학적 특성, 용도, 생산

화학적 성질

off-white to pale yellow crystalline powder

용도

antineoplastic, alkylating agent

용도

Streptozotocin is used in the treatment metastatic cancer of the pancreatic islet cells. Streptozotocin has a highlrisk of toxicity and is generally limited to cancers that are inoperable.

용도

Streptozotocin is an unusual aminoglycoside containing a nitrosoamino group produced by Streptomyces achromogenes and discovered in 1959 as an antibiotic. The nitrosoamino group enables the metabolite to act as a nitric oxide (NO) donor. NO is an important messenger molecule involved in many physiological and pathological processes in the body. Streptozotocin is also widely used to induce diabetes in rodent models by inhibition of β-cell O-GlcNAcase.

용도

somatostatin octapeptide analog

정의

ChEBI: An antibiotic that is produced by Streptomyces achromogenes. It is used as an antineoplastic agent and to induce diabetes in experimental animals.

상표명

Zanosar (Sicor).

일반 설명

Streptozocin is available in 1-g vials for IV administrationin the treatment of metastatic islet cell carcinoma of the pancreas,colon cancer, and Hodgkin’s disease. Activation resultsin the formation of methyl carbonium ions, which alkylateDNA, but the agent is less effective in alkylating DNAand carbamylating proteins than other nitrosoureas, which isbecause in part of an intramolecular carbamoylation. The internalcarbamate group migration occurs via the hydroxylgroups of the glucose portion of the molecule. There is a reducedeffect on RNA function compared with other nitrosoureasas well. The hydrophilic agent is rapidly clearedfrom the plasma with an elimination half-life of 35 minutes.The presence of the glucose moiety allows for utilization ofglucose transporters, which concentrate the compound inthe -cells of the pancreas. The metabolism of the agent hasnot been well characterized. Renal toxicity is dose limitingand may present initially as proteinuria and azotemia butmay progress to renal failure. Nausea and vomiting may besevere with the agent, whereas myelosuppression is generallymild. Normal glucose metabolism may be altered sothat hypoglycemia or hyperglycemia may be seen. In someanimal species, streptozocin produces diabetes but muchmilder effects are seen in man.

일반 설명

Off-white powder. Melting point 115°C. Used as an anti-cancer drug. Carcinogenic.

공기와 물의 반응

Water soluble.

반응 프로필

[D-GLUCOSE, 2-DEOXY-2-[[(METHYLNITROSOAMINO)-CARBONYL]AMINO] is weakly basic. Reacts exothermically with acids. Reacts with both strong oxidizing agents and strong reducing agents.

생물학적 활성

Antibiotic and antitumor agent. Alkylates DNA and induces diabetes mellitus via reduction of nicotinamide adenine dinucleotide in pancreatic β -cells in vivo .

Safety Profile

Confirmed carcinogen with experimental carcinogenic, neoplas tigenic, tumorigenic, and teratogenic data. Experimental poison by intravenous, parenteral, subcutaneous, and intraperitoneal routes. Moderately toxic to humans by intravenous route. Human systemic effects: nausea or vomiting, impaired liver function, kidney changes. Human mutation data reported. Experimental reproductive effects. When heated to decomposition it emits toxic fumes of NOx. See also NITROSAMINES.

Purification Methods

Recrystallise streptozotocin from 95% EtOH. It is soluble in H2O, MeOH and Me2CO. It has UV max at 228nm ( 6360) in EtOH. The tetraacetate has m 111-114o(dec), and [] D 25 +41o (c 0.78, 95% EtOH) after recrystallisation from EtOAc. [Herr et al. J Am Chem Soc 89 4808 1967, NMR: Wiley et al. J Org Chem 44 9 1979.] It is a potent methylating agent for DNA [Bennett & Pegg Cancer Res 41 2786 1981].

스트레프토조토신 준비 용품 및 원자재

원자재

준비 용품


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