아라비노실시토신

아라비노실시토신
아라비노실시토신 구조식 이미지
카스 번호:
147-94-4
한글명:
아라비노실시토신
동의어(한글):
사이타라빈;시타라빈;아라비노실시토신
상품명:
Cytarabine
동의어(영문):
CYTOSINE ARABINOSIDE;cytarabin;DepoCyte;cytosar-u;1-β-D-Arabinofuranosylcytosine;4-AMino-1-((2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxyMethyl)tetrahydrofuran-2-yl)pyriMidin-2(1H)-one;ARA-C;Iretin;udicil;CS-193
CBNumber:
CB6305084
분자식:
C9H13N3O5
포뮬러 무게:
243.22
MOL 파일:
147-94-4.mol
MSDS 파일:
SDS

아라비노실시토신 속성

녹는점
214 °C
알파
D24 +153° (c = 0.5 in water)
끓는 점
386.09°C (rough estimate)
밀도
1.3686 (rough estimate)
굴절률
1.5100 (estimate)
저장 조건
2-8°C
용해도
H2O: 50 mg/mL, 투명, 무색
물리적 상태
수정 같은
산도 계수 (pKa)
pKa 4.3 (Uncertain)
색상
EtOH(aq)에서 결정화된 프리즘 결정
수용성
거의 투명함
최대 파장(λmax)
272nm(H2O)(lit.)
Merck
14,2784
BRN
89175
안정성
최대 1개월 동안 -20°C에서 DMSO 또는 물에 보관 가능
InChIKey
UHDGCWIWMRVCDJ-STUHELBRSA-N
LogP
-1.808 (est)
CAS 데이터베이스
147-94-4(CAS DataBase Reference)
EPA
Cytarabine (147-94-4)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험품 표기 Xn,Xi
위험 카페고리 넘버 43-63-36/37/38-20/21/22
안전지침서 36/37-37/39-36-26
WGK 독일 3
RTECS 번호 HA5425000
F 고인화성물질 10-23
HS 번호 29349990
유해 물질 데이터 147-94-4(Hazardous Substances Data)
독성 LD50 oral in rat: > 5gm/kg
기존화학 물질 KE-01178
그림문자(GHS): GHS hazard pictogramsGHS hazard pictograms
신호 어: Warning
유해·위험 문구:
암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드
H317 알레르기성 피부 반응을 일으킬 수 있음 피부 과민성 물질 구분 1 경고 GHS hazard pictograms P261, P272, P280, P302+P352,P333+P313, P321, P363, P501
예방조치문구:
P202 모든 안전 조치 문구를 읽고 이해하기 전에는 취급하지 마시오.
P261 분진·흄·가스·미스트·증기·...·스프레이의 흡입을 피하시오.
P272 작업장 밖으로 오염된 의복을 반출하지 마시오.
P280 보호장갑/보호의/보안경/안면보호구를 착용하시오.
P302+P352 피부에 묻으면 다량의 물로 씻으시오.
P308+P313 노출 또는 접촉이 우려되면 의학적인 조치· 조언를 구하시오.
NFPA 704
0
2 0

아라비노실시토신 MSDS


4-Amino-1-beta-D-arabinofuranosyl-2(1H)-pyrimidinone

아라비노실시토신 C화학적 특성, 용도, 생산

화학적 성질

A white or almost white, crystalline powder, freely soluble in water, very slightly soluble in alcohol and in methylene chloride.

용도

Cytarabine USP (Cytosar)is used to treat Acute granulocytic leukemia (adults); acute lymphocytic leukemia (children); Hodgkin’s disease

Indications

Cytarabine (cytosine arabinoside, ara-C, Cytosar-U) is an analogue of the pyrimidine nucleosides cytidine and deoxycytidine. It is one of the most active agents available for the treatment of acute myelogenous leukemia. Cytarabine kills cells in the S-phase of the cycle by competitively inhibiting DNA polymerase. The drug must first be activated by pyrimidine nucleoside kinases to the triphosphate nucleotide ara-cytosine triphosphate (ara-CTP). The susceptibility of tumor cells to cytarabine is thought to be a reflection of their ability to activate the drug more rapidly (by kinases) than to inactivate it (by deaminases).

정의

ChEBI: A pyrimidine nucleoside in which cytosine is attached to D-arabinofuranose via a beta-N1-glycosidic bond.

일반 설명

Cytarabine is a pyrimidine nucleoside drug that is related toidoxuridine. This agent is primarily used as an anticanceragent for Burkitt lymphoma and myeloid and lymphaticleukemias. Cytarabine blocks the cellular utilization of deoxycytidine,hence inhibiting the replication of viral DNA.Before it becomes active, the drug is converted to monophosphates,diphosphates, and triphosphates, which block DNApolymerase and the C-2 reductase that converts cytidinediphosphate into the deoxy derivative.
The antiviral use of cytarabine is in the treatment of herpeszoster (shingles), herpetic keratitis, and viral infectionsthat resist idoxuridine. Cytarabine is usually administeredtopically. Toxicity occurs on bone marrow, the gastrointestinal(GI) tract, and the kidneys.

공기와 물의 반응

Water soluble.

건강위험

ACUTE/CHRONIC HAZARDS: Very toxic. Hazardous decomposition products. May cause irritation on contact. Teratogen. Mutagen. Central nervous system effects.

Mechanism of action

Cytarabine is rapidly metabolized in the liver, kidney, intestinal mucosa, and red blood cells and has a half-life in plasma of only 10 minutes after intravenous bolus injection. The major metabolite, uracil arabinoside (ara-U), can be detected in the blood shortly after cytarabine administration. About 80% of a given dose is excreted in the urine within 24 hours, with less than 10% appearing as cytarabine; the remainder is ara-U.When the drug is given by continuous infusion, cytarabine levels in CSF approach 40% of those in plasma.

Clinical Use

Cytarabine is used in the chemotherapy of acute myelogenous leukemia, usually in combination with an anthracycline agent, thioguanine, or both. It is less useful in acute lymphoblastic leukemia and the lymphomas and has no known activity against other tumors. It has been used intrathecally in the treatment of meningeal leukemias and lymphomas as an alternative to methotrexate.

Safety Profile

Moderate to low toxicity byingestion. Human systemic effects: allergic dermatitis,ataxia, blood changes, central nervous system effectsconjunctive irritation, degenerative brain changes, hearingacuity change, lachrymation, peripheral nervefasciculati

Purification Methods

Purify cytarabin by recrystallisation from aqueous EtOH or a large volume of H2O (it solubility at ~20o is 5%). It has max 212 and 279nm at pH 2 and 272nm at pH 12. It is an acute leukaemic agent. [Walwick et al. Proc Chem Soc (London) 84 1959, Beilstein 25 III/IV 3669.]

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