Welcome to LookChem.com Sign In|Join Free
  • or
Home > Products >  > 

Cyclic AMP
Related Products

Hot Products

Basic Information Post buying leads Suppliers Cas Database
Name

Cyclic AMP

 EINECS 200-492-9
CAS No. 60-92-4 Density 2.47 g/cm3
PSA 164.65000 LogP -0.23620
Solubility 50 mg/mL in water Melting Point 260 °C (dec.)(lit.)
Formula C10H12N5O6P Boiling Point 701.5 °C at 760 mmHg
Molecular Weight 329.209 Flash Point 378 °C
Transport Information N/A Appearance white crystalline powder
Safety 22-24/25-45-36/37/39-26-36 Risk Codes 34-36/37/38
Molecular Structure Molecular Structure of 60-92-4 (Cyclic AMP) Hazard Symbols CorrosiveC, IrritantXi
Synonyms

3',5'-AMP;AMPc;Adenosine 3',5'-cyclophosphate;Adenosine 3',5'-monophosphate;Adenosine 3',5'-phosphate;Adenosine cyclic 3',5'-monophosphate;Adenosine cyclic monophosphate;Cyclic 3',5'-AMP;Cyclic3',5'-adenylic acid;Cyclic adenosine 3',5'-monophosphate;Cyclicadenosine 3',5'-phosphate;NSC 143670;NSC 94017;cAMP;

Article Data 37

Cyclic AMP Synthetic route

C22H38N6O6P(1+)

74-88-4

methyl iodide

A

58937-08-9, 62742-70-5, 62989-52-0

O3',O5'-methoxyphosphoryl-adenosine

B

50884-82-7

O3',O5'-hydroxyphosphoryl-1-methyl-6,N6-didehydro-1,6-dihydro-adenosine

C

60-92-4

cAMP

Conditions
ConditionsYield
With sodium carbonate In N,N-dimethyl acetamide at 80℃; for 0.0833333h; Yields of byproduct given;A 68.5%
B n/a
C n/a
100-39-0

benzyl bromide

C22H38N6O6P(1+)

A

55053-32-2

(4aR,6R,7R,7aS)-6-(1-Benzyl-6-imino-1,6-dihydro-purin-9-yl)-2-oxo-tetrahydro-2λ5-furo[3,2-d][1,3,2]dioxaphosphinine-2,7-diol

B

137157-07-4

(4aR,6R,7R,7aS)-6-(1-Benzyl-6-imino-1,6-dihydro-purin-9-yl)-2-benzyloxy-2-oxo-tetrahydro-2λ5-furo[3,2-d][1,3,2]dioxaphosphinin-7-ol

C

60-92-4

cAMP

D

62742-71-6

cAMP benzyl ester

Conditions
ConditionsYield
With sodium carbonate In N,N-dimethyl acetamide at 80℃; for 0.25h;A n/a
B 0.7%
C n/a
D 34%
With sodium carbonate In N,N-dimethyl acetamide at 80℃; for 0.25h; Product distribution; other alkyl halide; var. inorganic carbonates;A 2 % Chromat.
B 5 % Chromat.
C 17 % Chromat.
D 74 % Chromat.
...Expand
34051-17-7

C10H12Cl2N5O5P

60-92-4

cAMP

Conditions
ConditionsYield
With potassium hydroxide In water; acetonitrile at 0℃; Yield given;
73706-11-3

2-carboxy-1,N6-etheno adenosine 3',5'-cyclic phosphate

60-92-4

cAMP

Conditions
ConditionsYield
In dimethyl sulfoxide Heating; role of the 1,N6-etheno bridge in decarboxylation (without that decarboxylation did not take place at all);
143546-26-3

desyl adenosine cyclic 3',5'-phosphate

A

1839-72-1

2-phenylbenzofuran

B

60-92-4

cAMP

Conditions
ConditionsYield
In 1,4-dioxane; water Quantum yield; Rate constant; Mechanism; Irradiation; var. solvents, var. pH;
With Tris buffer In water-d2 at 40℃; Quantum yield; Irradiation;

<4-(7-Methoxycoumarinyl)>methyl adenosine cyclic 3',5'-monophosphate

A

72433-26-2

6-methoxy-1-hydroxymethyl-3-oxo-3H-benzopyran

B

60-92-4

cAMP

Conditions
ConditionsYield
With water In 1,4-dioxane Irradiation;

equatorial-(7-methoxycoumarin-4-yl)methyl adenosine cyclic 3',5'-monophosphate

A

72433-26-2

6-methoxy-1-hydroxymethyl-3-oxo-3H-benzopyran

B

60-92-4

cAMP

Conditions
ConditionsYield
With HEPES buffer In methanol; water Quantum yield; photolytic cleavage; UV-irradiation;
In methanol; water pH=7.2; Quantum yield; UV-irradiation;

axial-(7-methoxycoumarin-4-yl)methyl adenosine cyclic 3',5'-monophosphate

A

72433-26-2

6-methoxy-1-hydroxymethyl-3-oxo-3H-benzopyran

B

60-92-4

cAMP

Conditions
ConditionsYield
With HEPES buffer In methanol; water Quantum yield; photolytic cleavage; UV-irradiation;
In methanol; water pH=7.2; Quantum yield; UV-irradiation;
58-64-0

adenosine 5'-diphosphate

adenylate-cyclase

adenylate-cyclase

60-92-4

cAMP

AMP

AMP

60-92-4

cAMP

Conditions
ConditionsYield
With pyridine; tributyl-amine; dicyclohexyl-carbodiimide

Cyclic AMP Chemical Properties

Molecule structure of Cyclic AMP (CAS NO.60-92-4):

IUPAC Name: (1S,6R,8R,9R)-8-(6-Aminopurin-9-yl)-3-hydroxy-3-oxo-2,4,7-trioxa-3λ5-phosphabicyclo[4.3.0]nonan-9-ol  
Molecular Formula: C10H12N5O6P
Molecular Weight: 329.24 g/mol
EINECS: 200-492-9
Density: 2.47 g/cm3
Melting Point: 260 °C
Boiling Point: 701.5 °C at 760 mmHg
Flash Point: 378 °C
Water Solubility: 50 mg/mL
Index of Refraction: 2.011
Molar Refractivity: 67.04 cm3
Molar Volume: 133 cm3
Surface Tension: 153.8 dyne/cm 
XLogP3-AA: -2.6
H-Bond Donor: 3
H-Bond Acceptor: 10
Rotatable Bond Count: 1
Tautomer Count: 3
Exact Mass: 329.05252
MonoIsotopic Mass: 329.05252
Topological Polar Surface Area: 155
Heavy Atom Count: 22 
Canonical SMILES: C1C2C(C(C(O2)N3C=NC4=C3N=CN=C4N)O)OP(=O)(O1)O
Isomeric SMILES: C1[C@@H]2[C@H]([C@H]([C@@H](O2)N3C=NC4=C3N=CN=C4N)O)OP(=O)(O1)O
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
InChIKey: IVOMOUWHDPKRLL-KQYNXXCUSA-N
Product Categories: Pharmaceutical Intermediates; Nucleotides and Nucleic Acids; Nucleic acids 

Cyclic AMP Uses

 Cyclic AMP (CAS NO.60-92-4) is used for intracellular signal transduction, such as transferring the effects of hormones like adrenaline and glucagon, which cannot pass through the cell membrane. Cyclic AMP also regulates the passage of Ca2+ through ion channels. 

Cyclic AMP Production

  Cyclic AMP is synthesised from ATP by adenylyl cyclase located on the inner side of the plasma membrane.

Cyclic AMP Toxicity Data With Reference

1.    

oms-hmn:oth 100 µmol/L

     JIDEAE    Journal of Investigative Dermatology. 65 (1975),52.
2.    

oms-mus:fbr 1 mmol/L

     IJCNAW    International Journal of Cancer. 13 (1974),404.
3.    

dns-ham:oth 130 mmol/L

     CNREA8    Cancer Research. 42 (1982),3669.

Cyclic AMP Consensus Reports

Reported in EPA TSCA Inventory.

Cyclic AMP Safety Profile

Hazard Codes: CorrosiveC, IrritantXi
Risk Statements: 34-36/37/38 
R34:Causes burns. 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 22-24/25-45-36/37/39-26-36 
S22:Do not breathe dust. 
S24/25:Avoid contact with skin and eyes. 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing.
WGK Germany: 3
RTECS: AU7357600
F: 10-21
Human mutation data reported. When heated to decomposition it emits toxic fumes of POx and NOx.

Cyclic AMP Specification

 Cyclic AMP (CAS NO.60-92-4) is also named as 3',5'-AMP ; 4-26-00-03618 (Beilstein Handbook Reference) ; Adenosine 3',5'-cyclic monophosphate ; Adenosine 3',5'-cyclophosphate ; Adenosine 3',5'-monophosphate ; Adenosine 3',5'-phosphate ; Adenosine cyclic 3',5'-phosphate ; Adenosine cyclic monophosphate ; cAMP ; cyclic 3',5'-AMP ; cyclic 3',5'-Adenylic acid ; cyclic Adenosine 3',5'-monophosphate ; cyclic Adenosine 3',5'-phosphate . Cyclic AMP (CAS NO.60-92-4) is white crystalline powder. It is slightly soluble in water, almost insoluble in ethanol or ether.

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 60-92-4