CAS 60-92-4 MFCD00005845-Adenosine 3',5'-cyclic monophosphate 腺苷-3,5-环单磷酸 TAO{mole}

Adenosine 3',5'-cyclic monophosphate 腺苷-3,5-环单磷酸

CAS 60-92-4 MFCD00005845

化学结构图

SMILES: Nc1ncnc2c1ncn2[C@@H]1O[C@@H]2COP(=O)(O)O[C@H]2[C@H]1O

化学属性

Mol. Formula	C10H12N5O6P
Mol. Weight	329.21
Density	2.47
Melting Point	260°C
TSCA	Yes
Solubility	50 MG/ML
Appearance	powder
Boiling Point	701.5°C at 760 mmHg

别名和识别编码

Chemical Name	Adenosine 3',5'-cyclic monophosphate
Synonym	Cyclic AMP {LY} Cyclic AMP {} {LY} Cyclic AMP {} {} {LY} Cyclic AMP {} {} {} {LY} Cyclic AMP {} {} {} {} {LY} Cyclic AMP {} {} {} {} {} {LY} Cyclic AMP {} {} {} {} {} {} {LY} Cyclic AMP {} {} {} {} {} {} {} {LY} Cyclic AMP {} {} {} {} {} {} {} {} {LY} Cyclic AMP {} {} {} {} {} {} {} {} {} {LY} Cyclic AMP {} {} {} {} {} {} {} {} {} {} {LY} Cyclic AMP {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {LY} Cyclic AMP {} {} {} {} {} {} {} {} {} {} {} {} {LY} Cyclic AMP {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Cyclic AMP {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Cyclic AMP {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Cyclic AMP {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Cyclic AMP {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Cyclic AMP {} {} {} {} {} {} {} {} {} {} {} {} {}
CAS Number	60-92-4
EC Number	200-492-9
Beilstein Registry Number	52645
MDL Number	MFCD00005845
PubChem Substance ID	6076
Reaxys-RN	52645
Merck Number	2708
Chemical Name Translation	腺苷-3,5-环单磷酸
Wiswesser Line Notation	T56 BO FOPOTJ DQ GQ GO C- DT56 BN DN FN HNJ IZ
LabNetwork Molecule ID	LN00191237
InChI	InChI=1S/C10H12N5O6P/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7-4(20-10)1-19-22(17,18)21-7/h2-4,6-7,10,16H,1H2,(H,17,18)(H2,11,12,13)/t4-,6-,7-,10-/m1/s1
Canonical SMILES	NC1=C2N=CN([C@@H]3O[C@]4([H])COP(O)(O[C@@]4([H])[C@H]3O)=O)C2=NC=N1

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产品应用

cAMP依赖的蛋白激酶(PKA)的激动剂。cAMP是许多系统至神经递质或荷尔蒙诱导的受体刺激的第二信使， cAMP/PKA信号途径可以抑制细胞扩增、诱导分化和导致细胞凋亡。

安全信息

Signal word Warning

GHS Symbol

WGK Germany3

Safety Statements

S22 Do not breathe dust 不要吸入粉尘；
S24/25 Avoid contact with skin and eyes 避免皮肤和眼睛接触；
S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后，立即用大量水冲洗并征求医生意见；
S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护；
S45 In case of accident or if you feel unwell seek medical advice immediately (show the label where possible) 发生事故时或感觉不适时，立即求医（可能时出示标签）；

Risk Statements

R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
R34 Causes burns 会导致灼伤

Precautionary statements

P260 Do not breathe dust/fume/gas/mist/vapours/spray. 不要吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
P262 Do not get in eyes, on skin, or on clothing. 不要接触眼睛，皮肤或衣服。

Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

RTECSAU7357600

Storage condition -20°C {LY} -20°C 2-8°C 2-8°C, protect from light <0°C <;0 {} {LY} -20°C {} {} {LY} -20°C {} {} {} {LY} -20°C {} {} {} {} {LY} -20°C {} {} {} {} {} {LY} -20°C {} {} {} {} {} {} {LY} -20°C {} {} {} {} {} {} {} {LY} -20°C {} {} {} {} {} {} {} {} {LY} -20°C {} {} {} {} {} {} {} {} {} {LY} -20°C {} {} {} {} {} {} {} {} {} {} {LY} -20°C {} {} {} {} {} {} {} {} {} {} {} {LY} -20°C {} {} {} {} {} {} {} {} {} {} {} {} {LY} -20°C {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} -20°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} -20°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} -20°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} -20°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} -20°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} -20°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY}

Hazard Codes C,Xi C

TYPE OF TEST            : Mutation test systems - not otherwise specified
TEST SYSTEM             : Human Cells - not otherwise specified
DOSE/DURATION           : 100 umol/L
REFERENCE :
   JIDEAE Journal of Investigative Dermatology.  (Williams & Wilkins Co., 428
   E. Preston St., Baltimore, MD 21202)  V.1-    1938- Volume(issue)/page/year:
   65,52,1975

TYPE OF TEST            : Mutation test systems - not otherwise specified
TEST SYSTEM             : Rodent - mouse Fibroblast
DOSE/DURATION           : 500 umol/L
REFERENCE :
   IJCNAW International Journal of Cancer.  (International Union Against
   Cancer, 3 rue du Conseil- General, 1205 Geneva, Switzerland)  V.1-    1966-
   Volume(issue)/page/year: 13,404,1974

TYPE OF TEST            : Mutation test systems - not otherwise specified
TEST SYSTEM             : Rodent - rat Cells - not otherwise specified
DOSE/DURATION           : 10 mmol/L
REFERENCE :
   CYTBAI Cytobios. (Faculty Press, 88 Regent St., Cambridge, UK)  V.1- 1969- 
   Volume(issue)/page/year: 4,121,1971

TYPE OF TEST            : Mutation test systems - not otherwise specified
TEST SYSTEM             : Rodent - rat Liver
DOSE/DURATION           : 10 mmol/L
REFERENCE :
   CYTBAI Cytobios. (Faculty Press, 88 Regent St., Cambridge, UK)  V.1- 1969- 
   Volume(issue)/page/year: 4,121,1971

TYPE OF TEST            : DNA inhibition
TEST SYSTEM             : Rodent - rat Cells - not otherwise specified
DOSE/DURATION           : 10 mmol/L
REFERENCE :
   CYTBAI Cytobios. (Faculty Press, 88 Regent St., Cambridge, UK)  V.1- 1969- 
   Volume(issue)/page/year: 4,121,1971

其他信息

MOL 文件:60-92-4.mol
用途:用于缓解心绞痛及急、慢性心肌梗塞等病症
水中溶解度:50mg/mL。
NIST化学物质信息:Adenosine 3',5'-cyclic monophosphate(60-92-4)
RTECS号:AU7357600
EPA化学物质信息:Adenosine, cyclic 3',5'-(hydrogen phosphate)(60-92-4)
图谱信息:腺苷环磷酸酯(60-92-4)质谱(MS) 腺苷环磷酸酯(60-92-4)红外图谱(IR2) 腺苷环磷酸酯(60-92-4)红外图谱(IR1)
color:white
F:10-21
比旋光度:-53.7 ° (c=0.7,water)
生产方法:以5'-AMP为原料 5'-AMP复盐的制备投料比为N，N'-二环已基吗林胍(m)：吡啶(V)：5'-AMP(m)：水(V)=1：9.62：1.19：1.7。将N，N'-二环己基吗啉胍及吡啶加入反应器中，加热至80℃溶解，再加5'-AMP和水，5'-AMP溶解后，在80℃减压蒸馏至干，加少量无水吡啶，减压蒸干，反复两次，得产品。 5'-AMP[N,N'-二环己基吗啉胍，吡啶]→[80℃]5'-AMP复盐 cAMP粗品的制备投料比为5'-AMP复盐(m)：无水吡啶(V)：二环己基碳二亚胺(V)=1：235：1.07。先将二分之一量的无水吡啶与二环已基碳二亚胺混合，在140-145℃下回流，在回流下将5'-AMP复盐与另二分之一量的无水吡啶混合溶液分批缓慢加入，约在3h内加完，加完后继续回流6h，冷却， 70℃减压蒸出吡啶至干，残留物用乙醚和水的混合液(1：1.5)溶解，过滤除去不溶物二环己脲，将滤液中的水层分出，再用乙醚洗三次，用水泵抽去残留的乙醚。 5'-AMP复盐[无水吡啶，二环己基碳二亚胺]→[9h]cAMP粗品 cAMP粗品的精制将水层用盐酸调pH为2，过滤除去不溶物，滤液用100目的强碱性苯乙烯系阳离子交换树脂001×7(732)吸附，树脂用量为5'-AMP的80-100倍。然后用1.01mol/L盐酸洗脱，收集第二吸收峰(E260)，用碳酸氢铵中和至中性，60℃减压浓缩至cAMP含量为15%-20%为止，过滤，滤液加等体积的乙醇(95%)后，用2mol/L盐酸调pH为2，过滤，干燥，得cAMP成品。 cAMP粗品[001×7(732)树脂，盐酸，乙醇]→[pH2]cAMP成品。
腺苷环磷酸酯价格(试剂级):更新日期产品编号产品名称包装价格 2010/06/21 225805000 腺苷环磷酸酯 Adenosine 3',5'-cyclic monophosphate 99+% 500 MG 1378元 2010/06/21 225800010 腺苷环磷酸酯 Adenosine 3',5'-cyclic monophosphate 99+% 1 GR 2154元 2010/06/21 225800050 腺苷环磷酸酯 Adenosine 3',5'-cyclic monophosphate 99+% 5 GR 7434元