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Aminonucleoside

Aminonucleoside structure

CAS No:
58-60-6
Formula:
C12H18N6O3
Chemical Name:
Aminonucleoside
Synonyms:
Adenosine,3′-amino-3′-deoxy-N,N-dimethyl-;3′-Amino-3′-deoxy-N,N-dimethyladenosine;SAN;Stylomycin aminonucleoside;Aminonucleoside;Puromycin,aminonucleoside;9-(3-Amino-3-deoxy-β-D-ribofuranosyl)-6-(dimethylamino)-9H-purine;6-(Dimethylamino)-9-(3-amino-3-deoxy-β-D-ribofuranosyl)purine;Aminonucleoside puromycin;3′-Amino-3′-deoxy-N6,N6-dimethyladenosine;6-Dimethylamino-9-(3-amino-3-deoxyribosyl)purine;NSC 3056;PANS;136680-68-7;28315-29-9;54833-68-0
Categories:
Active Pharmaceutical Ingredients > Antibiotics

Description

Puromycin aminonucleoside is the aminonucleoside portion of the antibiotic puromycin, and a puromycin analog which does not inhibit protein synthesis or induce apoptosis.

3'-amino-3'-deoxy-N(6),N(6)-dimethyladenosine is puromycin derivative that lacks the methoxyphenylalanyl group on the amine of the sugar ring. It is a 3'-deoxyribonucleoside and a member of adenosines.|PUROMYCIN derivative that lacks the methoxyphenylalanyl group on the amine of the sugar ring. It is an antibiotic with antineoplastic properties and can cause nephrosis.

Aminonucleoside Basic Attributes

Molecular Weight：

294.31

Exact Mass：

294.31

EC Number：

200-388-3

UNII：

0Q580U88V8

DSSTox ID：

DTXSID7037264

HScode：

29419090

Characteristics

PSA：

122.55000

XLogP3：

0.02

Density：

1.7±0.1 g/cm3

Melting Point：

215-216 °C @ Solvent: Ethanol

Boiling Point：

595.6±60.0 °C at 760 mmHg

Flash Point：

>110°(230°F)

Refractive Index：

1.776

Water Solubility：

soluble in water at 50mg/ml. May require heating

Storage Conditions：

2-8°C

Flammability characteristics：

Flammable; burning produces toxic nitrogen oxide fumes

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

48/22

RTECS Number：

AU7337000

Marks：

Xi,Xn

Storage features：

Warehouse ventilated, low temperature and dry

Precautionary statement(s)：

P260, P314, P501

Hazard Statements：

H373

GHS Classification：

|Warning|H373 (97.83%): Causes damage to organs through prolonged or repeated exposure [Warning Specific target organ toxicity, repeated exposure]|P260, P314, and P501|Aggregated GHS information provided by 46 companies from 3 notifications to the ECHA C&L Inventory.

Drug Information

MeSH：

Antimetabolites that are useful in cancer chemotherapy. (See all compounds classified as Antimetabolites, Antineoplastic.)|Chemical substances, produced by microorganisms, inhibiting or preventing the proliferation of neoplasms. (See all compounds classified as Antibiotics, Antineoplastic.)

MeSH Entry Terms：

3' Amino 3' deoxy N,N dimethyladenosine

Aminonucleoside Use and Manufacturing

Uses

Puromycin aminonucleoside is a semi-synthetic derivative of puromycin which lacks the methoxyphenylalanyl moiety. Puromycin aminonucleoside is the key intermediate in the synthesis of semi-synthetic analogues of puromycin. It does not inhibit protein synthesis or induce apoptosis, but exhibits antitumor properties. Puromycin aminonucleoside-induced nephrosis is a well-described model of human idiopathic nephrotic syndrome, suppressing integrin expression in cultured glomerular epithelial cells.

Manufacturing Info：

Adenosine, 3'-amino-3'-deoxy-N,N-dimethyl-: INACTIVE

Computed Properties

Molecular Weight:294.31
XLogP3:-0.5
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:8
Rotatable Bond Count:3
Exact Mass:294.14403846
Monoisotopic Mass:294.14403846
Topological Polar Surface Area:123
Heavy Atom Count:21
Complexity:373
Defined Atom Stereocenter Count:4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes