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Basic Information
CAS No.: 61-19-8
Name: Adenosine 5'-monophosphate
Article Data: 245
Molecular Structure:
Molecular Structure of 61-19-8 (Adenosine 5'-monophosphate)
Formula: C10H14N5O7P
Molecular Weight: 347.224
Synonyms: 5'-AMP;AMP (nucleotide);Adenosine 5'-(dihydrogen phosphate);Adenosine 5'-phosphate;Adenosine 5'-phosphoric acid;Adenosine monophosphate;Adenosine phosphate;Adenosine-5-monophosphoric acid;Adenovite;Adenylic acid;Cardiomone;Lycedan;My-B-Den;NSC 20264;Phosaden;Phosphaden;Phosphentaside;5'-Adenylic acid;
EINECS: 200-500-0
Density: 2.32 g/cm3
Melting Point: 178-185 °C
Boiling Point: 798.518 °C at 760 mmHg
Flash Point: 436.728 °C
Solubility: Soluble in water.
Appearance: colorless to white crystalline powder
Safety: 24/25
PSA: 195.88000
LogP: -1.28180
Synthetic route

5,6-dimethyl-1H-benzotriazole adenine dinucleotide ammonium salt

A

123499-60-5

5,6-dimethyl-1H-benzotriazole mononucleotide ammonium salt

B

61-19-8

5'-adenosine monophosphate

Conditions
ConditionsYield
With phosphodiesterase; tris hydrochloride; magnesium chloride In water at 37℃; for 5h; pH: 9.0;A 99%
B n/a
4578-31-8

adenosine-5'-monophosphate disodium salt

61-19-8

5'-adenosine monophosphate

Conditions
ConditionsYield
With Dowex 50W×8 resin In water at 20℃; for 0.5h;99%
With Dowex 50WX-8 200 mesh, H+

5-methyl-1H-benzotriazole adenine dinucleotide ammonium salt

A

123499-59-2

5-methyl-1H-benzotriazole mononucleotide ammonium salt

B

61-19-8

5'-adenosine monophosphate

Conditions
ConditionsYield
With phosphodiesterase; tris hydrochloride; magnesium chloride In water at 37℃; for 10h; pH: 9.0;A 98%
B n/a

5-nitro-1H-benzotriazole adenine dinucleotide ammonium salt

A

123499-62-7

5-nitro-1H-benzotriazole mononucleotide ammonium salt

B

61-19-8

5'-adenosine monophosphate

Conditions
ConditionsYield
With phosphodiesterase; tris hydrochloride; magnesium chloride In water at 37℃; for 10h; pH: 9.0;A 97%
B n/a

1H-benzotriazole adenine dinucleotide ammonium salt

A

123499-58-1

1H-benzotriazole mononucleotide ammonium salt

B

61-19-8

5'-adenosine monophosphate

Conditions
ConditionsYield
With phosphodiesterase; tris hydrochloride; magnesium chloride In water at 37℃; for 12h; pH: 9.0;A 96%
B 0.31 g
20816-58-4, 116273-87-1

adenosine 5'-phosphorimidazolide

A

61-19-8

5'-adenosine monophosphate

B

19375-33-8

adenosine 5'-phosphorofluoride

Conditions
ConditionsYield
With potassium fluoride; water at 25℃; pH=8.6; Kinetics; Reagent/catalyst; pH-value;A 6.5%
B 93.5%

5-chloro-1H-benzotriazole adenine dinucleotide ammonium salt

A

123499-61-6

5-chloro-1H-benzotriazole mononucleotide ammonium salt

B

61-19-8

5'-adenosine monophosphate

Conditions
ConditionsYield
With phosphodiesterase; tris hydrochloride; magnesium chloride In water at 37℃; for 5h; pH: 9.0;A 93%
B n/a

8-aza-9H-adenine adenine dinucleotide ammonium salt

A

123499-63-8

8-azaadenosine monophosphate ammonium salt

B

61-19-8

5'-adenosine monophosphate

Conditions
ConditionsYield
With phosphodiesterase; tris hydrochloride; magnesium chloride In water at 37℃; for 6h; pH: 9.0;A 87%
B n/a
58-61-7

adenosine

61-19-8

5'-adenosine monophosphate

Conditions
ConditionsYield
Stage #1: adenosine With trichlorophosphate at 20℃; for 0.1h; Flow reactor; Green chemistry;
Stage #2: With water at 20℃; Temperature; Flow reactor; Green chemistry; chemoselective reaction;
86%
With tris(p-nitrophenyl)phosphate at 50℃; Erwina herbicola 47/3 cells;65%
With trichlorophosphate In water for 0.5h; Solvent;27%

Morpholin-4-yl-phosphonic acid mono-{(3aR,4R,6R,6aR)-2-methoxy-6-[6-(4-methoxy-phenylamino)-purin-9-yl]-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl} ester

61-19-8

5'-adenosine monophosphate

Conditions
ConditionsYield
With 1,4-dioxane; ammonium hydroxide at 20℃; for 60h;85%
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Consensus Reports

AMP is reported in EPA TSCA Inventory.

Specification

The AMP, with the CAS registry number 61-19-8 and EINECS registry number 200-500-0, is also called [(2R,3S,4R,5R)-5-(6-Amino-9H-purin-9-yl)-3,4-dihydroxytetrahydro-2-furanyl]methyl dihydrogen phosphate. It is a kind of colorless to white crystalline powder, and belongs to the following product categories: Pharmaceutical Intermediates; Organic acids; Heterocyclic Compounds; Biochemistry; Nucleosides, Nucleotides & Related Reagents; Nucleotides and their analogs. And the molecular formula of the chemical is C10H14N5O7P.

The AMP is a kind of nucleotide that can be found in RNA. It is an ester of phosphoric acid and the nucleoside adenosine. It is always used in biochemistry, and it is always used as pharmaceutical intermediates. What's more, while dealing with this chemical, you should avoid contacting with skin and eyes. And it should be stored at -20°C.

The physical properties of AMP are as followings: (1)# of Rule of 5 Violations: 2; (2)ACD/BCF (pH 5.5): 1; (3)ACD/BCF (pH 7.4): 1; (4)ACD/KOC (pH 5.5): 1; (5)ACD/KOC (pH 7.4): 1; (6)#H bond acceptors: 12; (7)#H bond donors: 6; (8)#Freely Rotating Bonds: 6; (9)Polar Surface Area: 195.88 ?2; (10)Index of Refraction: 1.905; (11)Molar Refractivity: 69.909 cm3; (12)Molar Volume: 149.642 cm3; (13)Polarizability: 27.714 10-24cm3; (14)Surface Tension: 140.927 dyne/cm; (15)Density: 2.32 g/cm3; (16)Flash Point: 436.728 °C; (17)Enthalpy of Vaporization: 121.77 kJ/mol; (18)Boiling Point: 798.518 °C at 760 mmHg; (19)Vapour Pressure: 0 mmHg at 25°C. 

You should be cautious while dealing with this chemical. It is toxic if swallowed. Therefore, you had better take the following instructions: Avoid contact with skin and eyes; In case of accident or if you feel unwell, seek medical advice immediately (show label where possible); Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer).

You can still convert the following datas into molecular structure:
(1)SMILES: c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)O)O)O)N
(2)InChI: InChI=1/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(22-10)1-21-23(18,19)20/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1
(3)InChIKey: UDMBCSSLTHHNCD-KQYNXXCUBP

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 4gm/kg (4000mg/kg)   Pharmaceutical Chemistry Journal Vol. 20, Pg. 160, 1986.