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액티노마이신 D

액티노마이신 D
액티노마이신 D 구조식 이미지
카스 번호:
50-76-0
한글명:
액티노마이신 D
동의어(한글):
액티노마이신D;액티노마이신D
상품명:
Actinomycin D
동의어(영문):
ad;actd;acto-d;nsc3053;AD(VAN);cosmegen;Cosmogen;nci-c04682;nci-co4682;oncostatink
CBNumber:
CB8853701
분자식:
C62 H86 N12 O16
포뮬러 무게:
1255.44
MOL 파일:
50-76-0.mol

액티노마이신 D 속성

녹는점
251-253 °C
끓는 점
848°C (rough estimate)
밀도
1.0757 (rough estimate)
굴절률
1.5700 (estimate)
인화점
87℃
저장 조건
2-8°C
용해도
ethanol, DMSO: Stable in aqueous solutions at 2-8 °C.soluble
물리적 상태
powder
색상
red, powder
optical activity
[α]/D alpha: 28/D (Rotation: -315 degrees (c=0.25% in methanol))
수용성
SOLUBLE
Merck
13,2828
BRN
605235
안정성
Stable, but light sensitive, especially in dilute solution. Incompatible with strong acids, strong bases, strong oxidizing agents. Combustible.
CAS 데이터베이스
50-76-0(CAS DataBase Reference)
EPA
Actinomycin D(50-76-0)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험품 표기 T+
위험 카페고리 넘버 28-61-40-45-26/27/28
안전지침서 53-36/37/39-45-1-36/37-28-22
유엔번호(UN No.) UN 3462 6.1/PG 2
WGK 독일 3
RTECS 번호 AU1575000
F 고인화성물질 8-10-21
위험 등급 6.1(a)
포장분류 II
HS 번호 29419000
유해 물질 데이터 50-76-0(Hazardous Substances Data)
그림문자(GHS):
신호 어: Danger
유해·위험 문구:
암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드
H227 가연성 액체 인화성 액체 구분 4 경고 P210, P280, P370+P378, P403+P235,P501
H300 삼키면 치명적임 급성 독성 물질 - 경구 구분 1,2 위험 P264, P270, P301+P310, P321, P330,P405, P501
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
H360 태아 또는 생식능력에 손상을 일으킬 수 있음 생식독성 물질 구분 1A, 1B 위험
예방조치문구:
P201 사용 전 취급 설명서를 확보하시오.
P264 취급 후에는 손을 철저히 씻으시오.
P264 취급 후에는 손을 철저히 씻으시오.
P280 보호장갑/보호의/보안경/안면보호구를 착용하시오.
P301+P310 삼켰다면 즉시 의료기관(의사)의 진찰을 받으시오.
P308+P313 노출 또는 접촉이 우려되면 의학적인 조치· 조언를 구하시오.
P405 밀봉하여 저장하시오.
P403+P235 환기가 잘 되는 곳에 보관하고 저온으로 유지하시오.

액티노마이신 D MSDS


Actinomycin D

액티노마이신 D C화학적 특성, 용도, 생산

화학적 성질

red crystalline powder

화학적 성질

Actinomycin D is a combustible, bright red crystalline solid.

용도

Antibiotic substance belonging to the actinomycin complex, produced by several Streptomyces spp. Antineoplastic

용도

An antineoplastic antibiotic that inhibits cell proliferation by forming a stable complex with DNA and blocking the movement of RNA polymerase which interferes with DNA-dependent RNA synthesis. Induces apoptosis. Potent antitumor agent.

용도

antineoplastic, intercalating agent

용도

Actinomycin D is the most studied member of a family of unique bicyclic depsipeptides produced by several Streptomyces species. The depsipeptides are linked by a heterocyclic benzoxazone "anchor" that gives the metabolites a highly distinctive red/orange colour. Actinomycin D exhibits potent antibiotic and antitumour activity via DNA intercalation leading to the inhibition of nucleic acid synthesis. Tumour cell death has been demonstrated to occur by apoptosis.

용도

Actinomycin D is the most studied member of a family of unique bicyclic depsipeptides produced by several Streptomyces species. The depsipeptides are linked by a heterocyclic benzoxazone "anchor" that gives the metabolites a highly distinctive red/orange colour. Actinomycin D exhibits potent antibiotic and antitumor activity via DNA intercalation leading to the inhibition of nucleic acid synthesis. Tumor cell death has been demonstrated to occur by apoptosis.

Indications

Dactinomycin (actinomycin D, Cosmegen) is one of a family of chromopeptides produced by Streptomyces. It is known to bind noncovalently to double-strand DNA by partial intercalation, inhibiting DNA-directed RNA synthesis. The drug is most toxic to proliferating cells, but it is not specific for any one phase of the cell cycle. Resistance to dactinomycin is caused by decreased ability of tumor cells to take up and retain the drug, and it is associated with cross-resistance to vinca alkaloids, the anthracyclines, and certain other agents (multidrug resistance).

상표명

Cosmegen (Ovation).

일반 설명

Dactinomycin is available in vials containing 0.5 mg of drugfor reconstitution in sterile water for IV administration Thisantibiotic is most effective in the treatment of rhabdomyosarcomaand Wilms tumor in children as well as in the treatmentof choriocarcinoma, Ewing sarcoma, Kaposi sarcoma, andtesticular carcinoma. The pharmacokinetics of dactinomycinhas not been well characterized, but it appears to concentratein nucleated blood cells. The agent is 5% to 15% plasmaprotein bound and is excreted mostly unchanged in urineand bile. Other metabolites have not been characterized.The terminal elimination half-life is 30 to 40 hours.Myelosuppression is dose limiting with both leucopenia andthrombocytopenia being the most likely presentation. Nauseaand vomiting occur shortly (2 hours) after treatment and maybe severe. Mucositis and diarrhea also result from irritation ofthe GI tract. Hair loss is commonly associated with the agentas is hyperpigmentation of the skin and erythema.

일반 설명

Bright red rhomboid prisms or red powder.

공기와 물의 반응

Water soluble.

반응 프로필

Actinomycin D can react with strong oxidizing agents, strong acids and strong bases.

화재위험

Flash point data for Actinomycin D are not available. Actinomycin D is probably combustible.

생물학적 활성

Anti-neoplastic antibiotic. Inhibits RNA polymerase and is a potent inducer of apoptosis.

Mechanism of action

Dactinomycin is cleared rapidly from plasma, does not enter the brain, is not appreciably metabolized or protein bound, and is gradually excreted in both bile and urine.Virtually no drug is detected in CSF.

Clinical Use

Dactinomycin is used in curative combined treatment of Wilms’ tumor, Ewing’s sarcoma, rhabdomyosarcoma, and gestational choriocarcinoma. It is active in testicular tumors, lymphomas, melanomas, and sarcomas, although its use in most of these malignancies has been supplanted by other agents.

부작용

The major side effects of dactinomycin are severe nausea, vomiting, and myelosuppression. Mucositis, diarrhea, alopecia, and radiation recall reactions may occur. The drug is immunosuppressive and carcinogenic.

잠재적 노출

An antibiotic product from streptomyces, used as anticancer and veterinary drug

Veterinary Drugs and Treatments

Dactinomycin has been used as adjunctive treatment of lymphoreticular neoplasms, bone and soft tissue sarcomas, and carcinomas in small animals. It appears to have low efficacy against most carcinomas and sarcomas. It is being investigated as a part of protocols for rescue therapy for canine lymphomas.

효소 저해제

This widely used member (FW = 1255.44 g/mol; CAS 50-76-0; where Sar = sarcosine; mV = N-methyl-valine) of the actinomycin family of structurally related antibiotics was isolated from Streptomyces strains by Selman Waksman, who was awarded the 1952 Nobel Prize in Physiology or Medicine for his codiscovery of streptomycin. All actinomycins share a substituted phenoxazine ring and contain two cyclic heterodetic peptides differing only with respect to side-chain groups. Also known as actinomycin C1, cosmegen, and dactinomycin, actinomycin D is a potent transcription inhibitor in eukaryotes, prokaryotes, and chloroplasts, acting by intercalating into duplex DNA (reportedly at GpC sequences), blocking the latter’s ability to serve as a template for DNA-directed RNA polymerases. Use of actinomycin D actually assisted in the discovery of messenger RNA. Actinomycin D does not greatly alter DNA replication and does not bind to RNA or single-stranded DNA and will inhibit the replication of DNA viruses. DNA polymerase can be inhibited at elevated concentrations. Despite its low therapeutic index, actinomycin D is used as an antineoplastic agent (under the generic name Dactomycin) to treat various sarcomas, carcinomas, and adenocarcinomas. In 1943, it became the first antibiotic discovered to have antitumor activity. Properties: Unstable in dilute base or bright light, actinomycins form bright redcolored crystals that are highly soluble in benzene and chloroform but only slightly soluble in water and methanol. The UV/visible spectrum of actinomycin D exhibits lmax values (in methanol) at 244 and 441 nm. Target(s): DNA-directed RNA polymerase; viral RNA polymerase; deoxyribonuclease I; DNA-directed DNA polymerase; RNA-directed DNA polymerase; deoxyribonuclease II (spleen acid deoxyribonuclease)10; DNA methyltransferases; EcoRI; EcoRII restriction endonuclease; HinDII restriction endonuclease; HinDIII restriction endonuclease; HpaI restriction endonuclease)13; HpaII restriction endonuclease; exodeoxyribonuclease I; DNA ligase (ATP), Vaccinia virus; DNA topoisomerase I; DNA topoisomerase II; Pglycoprotein; xenobiotin-transporting ATPase, or multidrug-resistance protein; thermitase, inhibited by actinomycins D and SG3; subtilisin; peptidase K, or proteinase K; tryptophan 2,3dioxygenase, inhibited by actinomycin D.

운송 방법

UN2811 Toxic solids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required.

Purification Methods

It crystallises as bright red rhombic crystals from absolute EtOH or from MeOH/EtOH (1:3). It will also crystallise from EtOAc/cyclohexane (m 246-247o dec), CHCl3/pet ether ( m 245-246o dec), and EtOAc/MeOH/*C6H6 (m 241-243o dec). Its solubility in MeCN is 1mg/mL. [] D varies from -296o to -327o (c 0.2, MeOH). max (MeOH) 445, 240nm (log  4.43, 4.49), max (MeOH, 10N HCl, 1:1) 477nm (log  4.21) and max (MeOH, 0.1N NaOH) 458, 344, 285 (log  3.05, 4.28, 4.13). It is HIGHLY TOXIC, light sensitive and anti-neoplastic. [Bullock & Johnson, J Chem Soc 3280 1957, Beilstein 27 III/IV 9642.]

비 호환성

Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides.

액티노마이신 D 준비 용품 및 원자재

원자재

준비 용품


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