ChemicalBook > Product Catalog > Analytical Chemistry > Standard > Pharmaceutical Impurity Reference Standards > (1'R,3'S,3S,5R,6R)-5-AMINO-2-AMINOMETHYL-6-(4,6-DIAMINO-2,3-DIHYDROXY-CYCLOHEXYLOXY)-TETRAHYDRO-PYRAN-3,4-DIOL
(1'R,3'S,3S,5R,6R)-5-AMINO-2-AMINOMETHYL-6-(4,6-DIAMINO-2,3-DIHYDROXY-CYCLOHEXYLOXY)-TETRAHYDRO-PYRAN-3,4-DIOL
(1'R,3'S,3S,5R,6R)-5-AMINO-2-AMINOMETHYL-6-(4,6-DIAMINO-2,3-DIHYDROXY-CYCLOHEXYLOXY)-TETRAHYDRO-PYRAN-3,4-DIOL Basic information
- Product Name:
- (1'R,3'S,3S,5R,6R)-5-AMINO-2-AMINOMETHYL-6-(4,6-DIAMINO-2,3-DIHYDROXY-CYCLOHEXYLOXY)-TETRAHYDRO-PYRAN-3,4-DIOL
- Synonyms:
-
- 5-AMINO-2-AMINOMETHYL-6-(4,6-DIAMINO-2,3-DIHYDROXY-CYCLOHEXYLOXY)-TETRAHYDRO-PYRAN-3,4-DIOL
- NEAMINE
- U-5214
- 2-deoxy-4-o-(2,6-diamino-2,6-dideoxy-alpha-d-glucopyranosyl)-d-streptamin
- (1'R,3'S,3S,5R,6R)-5-AMINO-2-AMINOMETHYL-6-(4,6-DIAMINO-2,3-DIHYDROXY-CYCLOHEXYLOXY)-TETRAHYDRO-PYRAN-3,4-DIOL
- 5-amino-2-(aminomethyl)-6-(4,6-diamino-2,3-dihydroxycyclohexyl)oxyoxane-3,4-diol
- dekamycinv
- neamin
- CAS:
- 3947-65-7
- MF:
- C12H26N4O6
- MW:
- 322.36
- Product Categories:
-
- Intermediates
- Mol File:
- 3947-65-7.mol
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(1'R,3'S,3S,5R,6R)-5-AMINO-2-AMINOMETHYL-6-(4,6-DIAMINO-2,3-DIHYDROXY-CYCLOHEXYLOXY)-TETRAHYDRO-PYRAN-3,4-DIOL Chemical Properties
- Melting point:
- 225.5°C (rough estimate)
- Boiling point:
- 460.98°C (rough estimate)
- alpha
- D25+112.8° (c = 1)
- Density
- 1.1885 (rough estimate)
- refractive index
- 1.6120 (estimate)
- storage temp.
- Hygroscopic, Refrigerator, Under inert atmosphere
- solubility
- Aqueous Acid (Slightly), Methanol (Slightly, Heated), Water (Slightly)
- pka
- 13.24±0.70(Predicted)
- form
- Solid
- color
- White to Pale Yellow
- Stability:
- Hygroscopic
- InChI
- InChI=1/C12H26N4O6/c13-2-5-8(18)9(19)6(16)12(21-5)22-11-4(15)1-3(14)7(17)10(11)20/h3-12,17-20H,1-2,13-16H2/t3-,4+,5-,6-,7+,8-,9-,10-,11-,12-/s3
- InChIKey
- SYJXFKPQNSDJLI-CLPOQDAFNA-N
- SMILES
- [C@@H]1(O[C@@H]2[C@@H](N)C[C@@H](N)[C@H](O)[C@H]2O)[C@H](N)[C@@H](O)[C@H](O)[C@@H](CN)O1 |&1:0,2,3,6,8,10,12,14,16,18,r|
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(1'R,3'S,3S,5R,6R)-5-AMINO-2-AMINOMETHYL-6-(4,6-DIAMINO-2,3-DIHYDROXY-CYCLOHEXYLOXY)-TETRAHYDRO-PYRAN-3,4-DIOL Usage And Synthesis
Uses
Neamine is normally found as a core structure of aminoglycoside antibiotics. It is used in the synthesis of disaccharide neamine derivatives as antibacterial agents.
Definition
ChEBI: 2-Deoxy-D-streptamine glycosylated at the 4-oxygen with a 6-amino-alpha-D-glucosaminyl group.
in vivo
Neamine (30-60 mg/kg; subcutaneous injection; daily; for 14 days; male Balb/c nude mice) has anti-tumor effects on AsPC-1 xenograft models. Neamine reduces the expression levels of ANG, Ki-67 and CD31 in tumor xenografts[1].
| Animal Model: | Male Balb/c nude mice (4 weeks old) injected with AsPC-1 cells[1] |
| Dosage: | 30 mg/kg, 60 mg/kg |
| Administration: | Subcutaneous injection; daily; for 14 days |
| Result: | Had anti-tumor effects on AsPC-1 xenograft models. |
IC 50
Aminoglycoside
(1'R,3'S,3S,5R,6R)-5-AMINO-2-AMINOMETHYL-6-(4,6-DIAMINO-2,3-DIHYDROXY-CYCLOHEXYLOXY)-TETRAHYDRO-PYRAN-3,4-DIOLSupplier
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(1'R,3'S,3S,5R,6R)-5-AMINO-2-AMINOMETHYL-6-(4,6-DIAMINO-2,3-DIHYDROXY-CYCLOHEXYLOXY)-TETRAHYDRO-PYRAN-3,4-DIOL(3947-65-7)Related Product Information
- Tobramycin
- Bekanamycin
- 2,6-DiaMino-2,3,6-trideoxy-D-ribo-Hexose Dihydrochloride
- 4-O-[6-Amino-2-[(aminocarbonyl)amino]-2,3,6-trideoxy-α-D-ribo-hexopyranosyl]-6-O-(3-amino-3-deoxy-α-D-glucopyranosyl)-2-deoxy-D-streptamine
- 3'-Deoxyneamine
- Tobramycin Impurity
- Neomycin sulfate impurity C
- (1'R,3'S,3S,5R,6R)-5-AMINO-2-AMINOMETHYL-6-(4,6-DIAMINO-2,3-DIHYDROXY-CYCLOHEXYLOXY)-TETRAHYDRO-PYRAN-3,4-DIOL
- Neomycin sulfate
- KANAMYCIN B SULFATE
- Naphazoline nitrate
- Neomycin
- RIBOSTAMYCIN SULFATE SALT
- NEAMINE HYDROCHLORIDE
- NEOMYCIN C SULFATE
- BUTIROSIN A
- 6-O-(2-Amino-2-deoxy-α-D-xylopyranosyl)-4-O-(2,6-diamino-2,6-dideoxy-α-D-glucopyranosyl)-2-deoxy-D-streptamine
- BUTIROSIN DISULPHATE