ChemicalBook > CAS DataBase List > Cyclic AMP

Cyclic AMP

Product Name
Cyclic AMP
CAS No.
60-92-4
Chemical Name
Cyclic AMP
Synonyms
CAMP;ADENOSINE CYCLOPHOSPHATE;Acrasin;ADENOSINE CYCLPHOSPHATE;(4aR,6R,7R,7aS)-6-(6-Amino-9H-purin-9-yl)-2,7-dihydroxytetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinine 2-oxide;3:5-CAMP;Cyclo-AMP;CYCLIC AMP;3',5'-cAMPH;Adenosine 3'
CBNumber
CB8747868
Molecular Formula
C10H12N5O6P
Formula Weight
329.21
MOL File
60-92-4.mol
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Cyclic AMP Property

Melting point:
260 °C (dec.)(lit.)
Boiling point:
56.12°C
alpha 
-53.7 º (c=0.7,water)
Density 
2.47±0.1 g/cm3(Predicted)
storage temp. 
-20°C
solubility 
H2O: 10 mg/mL pH of aqueous solution is approx. 3.0. The sodium salt (A6885) is about 20×
pka
1.00±0.60(Predicted)
form 
powder
color 
white
biological source
mouse
Water Solubility 
50 mg/mL
Merck 
14,2708
BRN 
52645
Stability:
Hygroscopic
NIST Chemistry Reference
Adenosine 3',5'-cyclic monophosphate(60-92-4)
EPA Substance Registry System
Adenosine, cyclic 3',5'-(hydrogen phosphate) (60-92-4)
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Safety

Hazard Codes 
C,Xi
Risk Statements 
34-36/37/38
Safety Statements 
22-24/25-45-36/37/39-26-36
WGK Germany 
3
RTECS 
AU7357600
F 
10-21
TSCA 
Yes
HS Code 
29349990
Toxicity
oms-hmn:oth 100 mmol/L JIDEAE 65,52,75
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H314Causes severe skin burns and eye damage

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P330+P331IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P310Immediately call a POISON CENTER or doctor/physician.

P363Wash contaminated clothing before reuse.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
A9501
Product name
Adenosine 3′,5′-cyclic monophosphate
Purity
≥98.5% (HPLC), powder
Packaging
1g
Price
$295
Updated
2024/03/01
Sigma-Aldrich
Product number
A9501
Product name
Adenosine 3′,5′-cyclic monophosphate
Purity
≥98.5% (HPLC), powder
Packaging
5g
Price
$1120
Updated
2024/03/01
TCI Chemical
Product number
A2381
Product name
Adenosine 3',5'-Cyclic Monophosphate Hydrate
Purity
>99.0%(HPLC)
Packaging
1g
Price
$86
Updated
2024/03/01
TCI Chemical
Product number
A2381
Product name
Adenosine 3',5'-Cyclic Monophosphate Hydrate
Purity
>99.0%(HPLC)
Packaging
5g
Price
$274
Updated
2024/03/01
Alfa Aesar
Product number
J60936
Product name
Adenosine-3',5'-cyclic monophosphate, 98%
Packaging
1g
Price
$151
Updated
2024/03/01
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Cyclic AMP Chemical Properties,Usage,Production

Chemical Properties

White crystalline or Pale yellow powder; odorless. Slightly soluble in water, almost insoluble in ethanol or ether.

Uses

cAMP is used for intracellular signal transduction in many different organisms, conveying the cAMP-dependent pathway. Restoration of several morphological characteristics of normal fibroblasts in sarcoma cells when treated with adenosine-3': 5'-cyclic monophosphate. In the presence of adenosine 3':5'-cyclic monophosphate, protein kinase I dissociated into two subunits: a subunit binding adenosine 3':5'-cyclic monophosphate, and a catalytic subunit. Stimulation of calcium uptake in platelet membrane vesicles by adenosine 3',5'-cyclic monophosphate.

Definition

ChEBI: Cyclic AMP is a 3',5'-cyclic purine nucleotide having having adenine as the nucleobase. It has a role as a human metabolite, an Escherichia coli metabolite and a mouse metabolite. It is an adenyl ribonucleotide and a 3',5'-cyclic purine nucleotide. It is a conjugate acid of a 3',5'-cyclic AMP(1-).

General Description

Cyclic AMP is a second messenger molecule comprised of an adenine ribonucleotide bearing a phosphate group bound to the oxygen molecules at the 3' and 5' positions of the sugar moiety. Cyclic AMP, which is synthesized from ATP by the intracellular enzyme adenylate cyclase, modulates the activity of several hormone-dependent signal transduction pathways.

Biochem/physiol Actions

Naturally-occurring activator of cyclic-AMP-dependent protein kinase (PKA). cAMP is an important second messenger that is linked in many systems to neurotransmitter- or hormone-induced receptor stimulation. The cAMP/PKA signaling pathway has been shown to inhibit cell proliferation, induce differentiation and lead to apoptosis.

Safety Profile

Human mutation data reported.When heated to decomposition it emits toxic fumes ofPOx and NOx.

Synthesis

Cyclic AMP is synthesized from ATP by adenylate cyclase located on the inner side of the plasma membrane and anchored at various locations in the interior of the cell.[1] Adenylate cyclase is activated by a range of signaling molecules through the activation of adenylate cyclase stimulatory G (Gs)-protein-coupled receptors. Adenylate cyclase is inhibited by agonists of adenylate cyclase inhibitory G (Gi)-protein-coupled receptors. Liver adenylate cyclase responds more strongly to glucagon, and muscle adenylate cyclase responds more strongly to adrenaline.
cAMP decomposition into AMP is catalyzed by the enzyme phosphodiesterase.

Cyclic AMP Preparation Products And Raw materials

Raw materials

Moroxydine Dicyclohexylcarbodide or CDCC Styrene cation exchange resin Anhydrous pyridine Water pump Ammonium bicarbonate Dicyclohexylcarbodiimide

Preparation Products

6-Thioguanine
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View Lastest Price from Cyclic AMP manufacturers

HangZhou RunYan Pharma Technology Co.,LTD.
Product
Adenosine 3',5'-cyclic monophosphate；Cyclic AMP； 3:5-CAMP；3',5'-CYCLIC AMP 60-92-4
Price
US $0.00/kg
Min. Order
1kg
Purity
90.0%Min. HPLC
Supply Ability
1000kg
Release date
2022-11-07
Hebei Mujin Biotechnology Co.,Ltd
Product
Cyclic AMP 60-92-4
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-08-17
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Adenosine Cyclophosphate 60-92-4
Price
US $0.00-0.00/KG
Min. Order
100g
Purity
97%-103%
Supply Ability
10kg
Release date
2021-06-02

60-92-4, Cyclic AMPRelated Search:

phosphate ester starch Vidarabine monophosphate Clindamycin phosphate Adenosine Dibutyryl adenosine cyclophosphate calcium SULPHOSUCCINIC ACID ESTER ADP Adenosine5'-(tetrahydrogen triphosphate), disodiuM salt, trihydrate (9CI) ADENOSINE 5'-TRIPHOSPHATASE Adenosine 5'-monophosphate Adenosine 3',5'-cyclic monophosphate sodium salt Adenosine-5'-diphosphate disodium salt ADENOSINE 5'-TRIPHOSPHATE DISODIUM SAL& ADENOSINE 5'-DIPHOSPHATE MONOPOTASSIUM SALT Adenosine-5'-diphosphate trilithium salt ADENOSINE-2':3'-CYCLIC MONOPHOSPHATE, SODIUM SALT 5'-Tosyladenosine ATP disodium salt

  • adenosine 3',5'-phosphate monohydrate
  • CAMP
  • CAMP, ADENOSINE-3',5'-CYCLIC MONOPHOSPHATE
  • CYCLIC AMP
  • CYCLIC AMP-3',5'
  • 5’-cyclicmonophosphate
  • 6-(6-Amino-9H-purin-9-yl)tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinine-2,7-diol 2-oxide
  • Acrasin
  • Adenosine 3',5'-cyclophosphate
  • Adenosine 3',5'-phosphate
  • Adenosine cyclic 3',5'-monophosphate
  • Adenosine cyclic 3',5'-phosphate
  • Adenosine cyclic monophosphate
  • Adenosine, cyclic 3',5'-(hydrogen phosphate)
  • adenosine,cyclic3’,5’-(hydrogenphosphate)
  • adenosine3’,5’-cyclophosphate
  • adenosine3’,5’-phosphate
  • adenosinecyclic3’,5’-phosphate
  • adenosinecyclicmonophosphate
  • adenosinecyclicphosphate,cyclicamp
  • Cyclic 3',5'-adenylic acid
  • Cyclic adenosine 3',5'-monophosphate
  • Cyclic adenosine 3',5'-phosphate
  • cyclic3’,5’-(hydrogenphosphate)-adenosin
  • ADENOSINE 3':5'-CYCLIC MONOPHOSPHATE*HPL C MARKER
  • ADENOSINE 3':5'-CYCLIC MONOPHOSPHATEFREE ACID
  • (-)-ADENOSIN-3',5'-CYCLOPHOSPHORSAEURE 9
  • ADENOSINE CYCLPHOSPHATE
  • Adenosine 3',5'-hydrogen phosphate
  • Adenosine 3'-,5'-cyclic monophosphate, 99+%
  • Adenosine-3’,5’-cyclic phosphoric acid
  • cyclic 3',5'-(hydrogen phosphate)Adenosine
  • Adenosine-3'',5''-monophosphoric acid
  • CYCLIC-AMP (ADENOSINE 3'', 5''-CYCLIC MONOPHOSPHATE)
  • ADENOSINE-3,5-CYCLICMONOPHOSPHPRIC ACID extrapure for biochemistry
  • 3μ,5μ-Cyclic AMP, Adenosine 3μ,5μ-cyclophosphate, cAMP
  • Cyclic Adenosine Monophosphate (cAMP)
  • 3',5'-cAMP Hydrate
  • cyclic3’,5’-adenylicacid
  • cyclic3’,5’-amp
  • cyclicadenosine3’,5’-phosphate
  • (S)-CYCLIC 3' 5'-(HYDROGEN PHOSPHATE) ADENOSINE
  • ADENOSINE CYCLICPHOSPHATE
  • ADENOSINE CYCLOPHOSPHATE
  • (-)-ADENOSINE 3',5'-CYCLIC MONOPHOSPHATE
  • ADENOSINE 3'-,5'-CYCLIC MONOPHOSPHATE
  • ADENOSINE 3':5'-CYCLIC MONOPHOSPHATE
  • ADENOSINE-3',5'-CYCLIC-MONOPHOSPHORIC ACID
  • ADENOSINE-3':5'-CYCLIC MONOPHOSPHORIC ACID
  • ADENOSINE-3':5'-CYCLIC PHOSPHATE
  • ADENOSINE-3',5'-CYCLIC PHOSPHATE H2O
  • ADENOSINE-3',5'-CYCLOPHOSPHORIC ACID
  • ADENOSINE 3'5'-MONOPHOSPHATE
  • ADENOSINE-3':5'-PHOSPHATE CYCLIC
  • 3:5-CAMP
  • 3',5'-Cyclic adenylphosphoric acid
  • Adenosine-3',5'-cyclophosphate ,99%
  • Adenosine 3',5'-Cyclic Monophosphate Hydrate