ChemicalBook > CAS DataBase List > (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

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
CAS No.
3947-65-7
Chemical 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
NEAMINE;Neamine CRS;U-5214;neamin;C01441;neomycina;Negamicin;dekamycinv;nebramycinx;Framycetin EP Impurity A
CBNumber
CB1262623
Molecular Formula
C12H26N4O6
Formula Weight
322.36
MOL File
3947-65-7.mol
More
Less

(1'R,3'S,3S,5R,6R)-5-AMINO-2-AMINOMETHYL-6-(4,6-DIAMINO-2,3-DIHYDROXY-CYCLOHEXYLOXY)-TETRAHYDRO-PYRAN-3,4-DIOL Property

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|
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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

P302+P352IF ON SKIN: wash with plenty of soap and water.

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

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
N0300000
Product name
Neamine
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
0.89 mg
Price
$236
Updated
2025/07/31
Sigma-Aldrich
Product number
N0300000
Product name
Neamine
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
n0300000
Price
$220
Updated
2024/03/01
Usbiological
Product number
297624
Product name
Neamine
Packaging
5mg
Price
$333
Updated
2021/12/16
TRC
Product number
N386010
Product name
Neamine
Packaging
100mg
Price
$435
Updated
2021/12/16
Medical Isotopes, Inc.
Product number
97673
Product name
Neamine
Packaging
250mg
Price
$550
Updated
2021/12/16
More
Less

(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,Usage,Production

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-DIOL Preparation Products And Raw materials

Raw materials

Preparation Products

More
Less

(1'R,3'S,3S,5R,6R)-5-AMINO-2-AMINOMETHYL-6-(4,6-DIAMINO-2,3-DIHYDROXY-CYCLOHEXYLOXY)-TETRAHYDRO-PYRAN-3,4-DIOL Suppliers

China 75 France 1 Germany 2 India 5 United Kingdom 3 United States 13 Global 99
Service Chemical Inc.
Tel
--
Fax
--
Email
sales@chemos-group.com
Country
Germany
ProdList
6350
Advantage
71
ABCR GmbH & CO. KG
Tel
--
Fax
--
Email
info@abcr.de
Country
Germany
ProdList
6831
Advantage
75

3947-65-7, (1'R,3'S,3S,5R,6R)-5-AMINO-2-AMINOMETHYL-6-(4,6-DIAMINO-2,3-DIHYDROXY-CYCLOHEXYLOXY)-TETRAHYDRO-PYRAN-3,4-DIOLRelated Search:

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

  • 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
  • nebramycinx
  • neomycina
  • 2-Deoxy-4-O-(2,6-diamino-2,6-dideoxy-α-D-glucopyranosyl)-D-streptamine
  • Negamicin
  • C01441
  • Neomycin A sulfate (Neamine)
  • 2-deoxy-4-O-(2,6-diamino-2,6-dideoxy-α-D-glucopyranosyl)-D-streptamine (neamine or neomycin A-LP)
  • Neomycin sulfate impurity A
  • Neomycin Sulfate Impurity 1（Neomycin Sulfate EP Impurity A）
  • Neomycin Sulfate EP Impurity A (Neamine)
  • Neomycin Sulfate EP Impurity A
  • Neamine CRS
  • Framycetin EP Impurity A
  • D-Streptamine, 2-deoxy-4-O-(2,6-diamino-2,6-dideoxy-α-D-glucopyranosyl)-
  • Tobramycin Impurity 3 (Tobramycin EP Impurity C) (Neamine)
  • (2R,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-(((1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxycyclohexyl)oxy)tetrahydro-2H-pyran-3,4-diol
  • (1R,3S,3S,5R,6R)-5-AMINO-2-AMINOMETHYL-6-(4,6-DIAMINO-2,3-DIHYDROXY-CYCLOHEXYLOXY)-TETRAHYDRO-PYRAN-3,4-DIOL
  • Framycetin Impurity 1 (Framycetin EP Impurity A)
  • Framycetin sulfate EP Impurity A
  • Neamine (N0300000)Q: What is Neamine (N0300000) Q: What is the CAS Number of Neamine (N0300000) Q: What are the applications of Neamine (N0300000)
  • Neomycin Sulfate EP Impurity A (Neamine)Q: What is Neomycin Sulfate EP Impurity A (Neamine) Q: What is the CAS Number of Neomycin Sulfate EP Impurity A (Neamine) Q: What is the storage condition of Neomycin Sulfate EP Impurity A (Neamine) Q: What are the applications of Neomycin Sulfate EP Impurity A (Neamine)
  • Neamine (synonym: Neomycin Sulfate EP Impurity A)
  • 2-deoxy-4-O-(2,6-diamino-2,6-dideoxy-α-D-glucopyranosyl)-D-streptamine (neamine)
  • Neomycin Sulfate EP Impurity A（Tobramycin EP Impurity C）
  • Neomycin A Sulfate (Neamine), EvoPure
  • 3947-65-7
  • C12H26N4O6
  • Intermediates