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2-Fluoroadenosine

2-Fluoroadenosine 구조식 이미지

카스 번호:: 146-78-1

상품명:: 2-Fluoroadenosine

동의어(영문):: 2-fas;2-far;nsc30605;2-Fluorodenosine;2-FLUOROADENOSINE;2-fluoro-adenosin;Adenosine, 2-fluoro-;2-Fluoroadenosine>2-Fluoroadenosine USP/EP/BP;2-FLUOROADENOSINE(FLUDARABINE INTERMEDIATE)

CBNumber:: CB6306915

분자식:: C10H12FN5O4

포뮬러 무게:: 285.23

MOL 파일:: 146-78-1.mol

MSDS 파일:: SDS

속성

안전

용도

공급 업체 204

2-Fluoroadenosine 속성

녹는점: 240 °C (D)(lit.)

끓는 점: 747.3±70.0 °C(Predicted)

밀도: 2.17±0.1 g/cm3(Predicted)

굴절률: -72 ° (C=0.1, EtOH)

저장 조건: Keep in dark place,Sealed in dry,Room Temperature

용해도: DMSO(약간 용해됨, 초음파 처리), 메탄올(약간 용해됨, 가열, 초음파 처리)

물리적 상태: 고체

물리적 상태: 단단한 모양

산도 계수 (pKa): 13.05±0.70(Predicted)

색상: 회백색

InChI: InChI=1S/C10H12FN5O4/c11-10-14-7(12)4-8(15-10)16(2-13-4)9-6(19)5(18)3(1-17)20-9/h2-3,5-6,9,17-19H,1H2,(H2,12,14,15)/t3-,5-,6-,9-/m1/s1

InChIKey: HBUBKKRHXORPQB-UUOKFMHZSA-N

SMILES: OC[C@H]1O[C@@H](N2C3C(=C(N=C(F)N=3)N)N=C2)[C@H](O)[C@@H]1O

CAS 데이터베이스: 146-78-1(CAS DataBase Reference)

안전

위험 및 안전 성명
위험 및 사전주의 사항 (GHS)

위험품 표기	Xn
위험 카페고리 넘버	22-36/37/38
안전지침서	26
WGK 독일	3
RTECS 번호	AU7386000
HS 번호	29349990
독성	mouse,LD10,unreported,1000ug/kg (1mg/kg),Progress in Medical Chemistry. Vol. 7, Pg. 69, 1970.

그림문자(GHS):

신호 어:

Warning

유해·위험 문구:

암호	유해·위험 문구	위험 등급	범주	신호 어	P- 코드
H302	삼키면 유해함	급성 독성 물질 - 경구	구분 4	경고	P264, P270, P301+P312, P330, P501
H315	피부에 자극을 일으킴	피부부식성 또는 자극성물질	구분 2	경고	P264, P280, P302+P352, P321,P332+P313, P362
H319	눈에 심한 자극을 일으킴	심한 눈 손상 또는 자극성 물질	구분 2A	경고	P264, P280, P305+P351+P338,P337+P313P
H335	호흡 자극성을 일으킬 수 있음	특정 표적장기 독성 - 1회 노출;호흡기계 자극	구분 3	경고

예방조치문구:

P261	분진·흄·가스·미스트·증기·...·스프레이의 흡입을 피하시오.
P264	취급 후에는 손을 철저히 씻으시오.
P264	취급 후에는 손을 철저히 씻으시오.
P270	이 제품을 사용할 때에는 먹거나, 마시거나 흡연하지 마시오.
P301+P312	삼켜서 불편함을 느끼면 의료기관(의사)의 진찰을 받으시오.
P302+P352	피부에 묻으면 다량의 물로 씻으시오.
P305+P351+P338	눈에 묻으면 몇 분간 물로 조심해서 씻으시오. 가능하면 콘택트렌즈를 제거하시오. 계속 씻으시오.

NFPA 704

	1
2		0

2-Fluoroadenosine C화학적 특성, 용도, 생산

개요

2-Fluoroadenosine (F-Ado) was developed at Southern Research Institute in 1957 as a potential anticancer drug. 2-Fluoroadenosine is not deaminated by adenosine deaminase but metabolized to triphosphate as shown in vitro. The drug was also shown to be a potent inhibitor of lymphocyte-mediated cytolysis.

용도

2-Fluoroadenosine is a fluorinated analog of Adenoside nucleotide. It is used as an intermediate for the drug fludarabine. Fludarabine is a purine analogue and antineoplastic agent. It is a chemotherapy medication used in the treatment of leukemia and lymphoma.

Biological Functions

2-Fluoroadenosine (F-Ado) was synthesized by Montgomery and his co-workers. This compound has been found to suppress the growth of H.Ep. No. 2 cells growing in culture. Bennett and Smithers have shown that in the same cells, the synthesis of 5-phosphoribosylamine was markedly inhibited by both 2- fluoroadenine and F-Ado. The compound was found to inhibit the incorporation of variously labeled precursors into ribonucleic acid in whole Ehrlich ascites cells. Upon incubation with ascites cells, the nucleoside was readily converted to the 5’-mono-, 5’-di-, and 5’-triphosphates.In addition, striking potentiation of the inhibition of human platelet aggregation by combinations of forskolin with PGE 1 or F-Ado [1-2].

Synthesis

A novel method for the introduction of fluorine in the purine 2-position is described and employed in the synthesis of a potential antimycobacterial compound. Also 2-fluoroadenosine has been synthesized for the first time from adenosine with perbenzoylated 2-nitroadenosine as a key intermediate. Mild reaction conditions are employed and few synthetic steps are required. The novel synthesis of fluoroadenosine can be regarded as a formal synthesis of the antileukemic drug fludarabine phosphate.
[1] MORTEN BR?NDVANG L. G. A Novel Method for the Introduction of Fluorine into the Purine 2-Position: Synthesis of 2-Fluoroadenosine and a Formal Synthesis of the Antileukemic Drug Fludarabine[J]. Synthesis-Stuttgart, 2006, 87 1: 2993-2995. DOI:10.1055/S-2006-942544.

2-Fluoroadenosine 준비 용품 및 원자재

원자재

아데노신

준비 용품

Fludarabine

2-Fluoroadenosine 공급 업체

글로벌( 204)공급 업체

공급자	전화	이메일	국가	제품 수	이점
JUYE XIANDAI fine chemistry Co.,Ltd	+8618958038633	tony@sdhypharma.com	China	58	58
Henan Tianfu Chemical Co.,Ltd.	+86-0371-55170693 +86-19937530512	info@tianfuchem.com	China	21691	55
career henan chemical co	+86-0371-86658258	sales@coreychem.com	China	29914	58
Xiamen AmoyChem Co., Ltd	+86-592-6051114 +8618959220845	sales@amoychem.com	China	6387	58
Nanjing Baifuli Technology Co., Ltd.	+86-15335185688	sales@unisyn.cn	CHINA	332	58
Hubei xin bonus chemical co. LTD	86-13657291602	linda@hubeijusheng.com	CHINA	22968	58
BOC Sciences	+1-631-485-4226	inquiry@bocsci.com	United States	19553	58
Chongqing Chemdad Co., Ltd	+86-023-61398051 +8613650506873	sales@chemdad.com	China	39916	58
Alchem Pharmtech,Inc.	8485655694	sales@alchempharmtech.com	United States	63711	58
CONIER CHEM AND PHARMA LIMITED	+8618523575427	sales@conier.com	China	49390	58

2-Fluoroadenosine 관련 검색:

2-플루오로아디닌 2-플루오로-2′-디옥시아데노신 2-Fluoro-2',3',5'-triacetoxyadenosine 2-Fluoroadenosine 2-Fluoropurine Fludarabine 2',3'-Dideoxy-2'-fluoroadenosine 2-Amino-2',3'-dideoxy-3'-fluoroadenosine 2'-AMINO-2'-DEOXY-2-FLUOROADENOSINE 8-FLUOROADENOSINE 2-FLUOROPYRIMIDINE 3’,5’-Di-O-acetyl-2-fluoro-2’-O-trifluoro-methanesulfonyladenosine 5'-O-Sulfamoyl-4'-fluoroadenosine 3'-AMINO-2',3'-DIDEOXY-2-FLUOROADENOSINE 2'-deoxy-2'-fluoroadenosine 5'-diphosphate 2-FLUORO-3'-DEOXYADENOSINE 5'-Deoxy-2-fluoroadenosine 4',5'-didehydro-5'-deoxy-5'-fluoroadenosine