(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

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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 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|

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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.

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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

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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,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

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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 Suppliers

China 75 France 1 Germany 2 India 5 United Kingdom 3 United States 13 Global 99

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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