[ CAS No. 7512-17-6 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}

Cat. No.: {[proInfo.prAm]}

2D 3D

Structure of 7512-17-6 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 7512-17-6 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 7512-17-6 ]

SDS Specification

Alternatived Products of [ 7512-17-6 ]

Product Details of [ 7512-17-6 ]

CAS No. :	7512-17-6	MDL No. :	MFCD00136044
Formula :	C₈H₁₅NO₆	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	MBLBDJOUHNCFQT-LXGUWJNJSA-N
M.W :	221.21	Pubchem ID :	1738118
Synonyms :	N-Acetyl-2-amino-2-deoxy-D-glucose;GlcNAc;NSC 400525;N-Acetylglucosamine;GreenNAG;Bio-NAG;Acetylglucosamine;NSC 524344;NAG;Marine Sweet

Calculated chemistry of [ 7512-17-6 ] Expand+

Physicochemical Properties

Num. heavy atoms :	15
Num. arom. heavy atoms :	0
Fraction Csp3 :	0.75
Num. rotatable bonds :	7
Num. H-bond acceptors :	6.0
Num. H-bond donors :	5.0
Molar Refractivity :	48.42
TPSA :	127.09 ?2

Pharmacokinetics

GI absorption :	Low
BBB permeant :	No
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-8.87 cm/s

Lipophilicity

Log Po/w (iLOGP) :	-2.07
Log Po/w (XLOGP3) :	-1.72
Log Po/w (WLOGP) :	-3.23
Log Po/w (MLOGP) :	-2.73
Log Po/w (SILICOS-IT) :	-1.4
Consensus Log Po/w :	-2.23

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	0.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	0.33
Solubility :	477.0 mg/ml ; 2.16 mol/l
Class :	Highly soluble
Log S (Ali) :	-0.44
Solubility :	81.2 mg/ml ; 0.367 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	1.48
Solubility :	6620.0 mg/ml ; 29.9 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	3.14

Safety of [ 7512-17-6 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P280-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 7512-17-6 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Upstream synthesis route of [ 7512-17-6 ]
Downstream synthetic route of [ 7512-17-6 ]

[ 7512-17-6 ] Synthesis Path-Upstream 1~1

1
[ 7512-17-6 ]
[ 57-50-1 ]
[ 84039-32-7 ]
[ 470-69-9 ]
[ 13133-07-8 ]

Yield	Reaction Conditions	Operation in experiment
22.1%	With Aspergillus oryzae NBRC₁₀₀₉₅₉ mycelia In citrate buffer at 30℃; for 8 h; Enzymatic reaction	The hydrolytic activity of β-fructofuranosidase was assayed using sucrose as a substrate, and was monitored by measuring the amount of reducing sugar released from sucrose. The enzyme solution (50 μL) was added to 50 μL of 0.4percent sucrose in 20 mM Na citrate buffer (pH 5.5) and the mixture was incubated at 30 °C. After incubation, the enzymatic reaction was stopped by heating the sample at 95 °C for 5 min. The amount of reducing sugar in the reaction mixture was determined by the Somogyi-Nelson method using glucose as a standard.²² One unit (U) of enzyme activity was defined as the amount of enzyme required to hydrolyze 1 μmol of sucrose per minute under the assay conditions.

Reference： [1] Carbohydrate Research, 2012, vol. 353, p. 27 - 32

[ 7512-17-6 ] Synthesis Path-Downstream 1~3

1
[ 7512-17-6 ]
[ 57-50-1 ]
[ 84039-32-7 ]
[ 470-69-9 ]
[ 13133-07-8 ]

Yield	Reaction Conditions	Operation in experiment
22.1%	With Aspergillus oryzae NBRC100959 mycelia; In citrate buffer; at 30℃; for 8h;pH 5.5;Enzymatic reaction;	The hydrolytic activity of beta-fructofuranosidase was assayed using sucrose as a substrate, and was monitored by measuring the amount of reducing sugar released from sucrose. The enzyme solution (50 muL) was added to 50 muL of 0.4% sucrose in 20 mM Na citrate buffer (pH 5.5) and the mixture was incubated at 30 C. After incubation, the enzymatic reaction was stopped by heating the sample at 95 C for 5 min. The amount of reducing sugar in the reaction mixture was determined by the Somogyi-Nelson method using glucose as a standard.22 One unit (U) of enzyme activity was defined as the amount of enzyme required to hydrolyze 1 mumol of sucrose per minute under the assay conditions.

Reference： [1]Carbohydrate Research,2012,vol. 353,p. 27 - 32

2
[ 1004-38-2 ]
[ 7512-17-6 ]
C₁₂H₂₀N₆O₅ [ No CAS ]
C₁₂H₂₀N₆O₅ [ No CAS ]

Reference： [1]Organic and Biomolecular Chemistry,2018,vol. 16,p. 1263 - 1271

3
[ 14464-29-0 ]
D-glucosamine hydrochloride [ No CAS ]
[ 7512-17-6 ]

Yield	Reaction Conditions	Operation in experiment
	With triethylamine; In methanol; at 20 - 50℃; for 17h;Sonication;	The syntheses of GlcNAc and GlcNGc from glucosamine were based on the method described by Lapidot [31]. The procedure for the synthesis of GlcNAc was performed as follows: acetic acid (0.286 mL, 5 mmol) was added to a solution of N-hydroxysuccinimide (0.575 g, 5 mmol) in dry ethyl acetate (23 mL). A solution of dicyclohexylcarbodiimide (1.03 g, 5 mmol) in ethyl acetate (2 mL)was then added. The reaction mixture was stirred at room temperature overnight under a nitrogen atmosphere. Then, the precipitate of the reaction mixture was removed by centrifugation at 13,400 g for 10 min. The supernatant contained an NHS-ester of acetic acid was dried by rotary evaporation under reduced pressure and re-dissolved in dry 17 mL of methanol. D-Glucosamine hydrochloride(0.862 g, 4 mmol) and triethylamine (0.56 mL) were then added and dissolved by placing the sample ina heated sonication bath (50 C for 1 h). The reaction mixture was then stirred at room temperature for 16 h. The sample was again dried using rotary evaporation and washed three times with ethyl acetate(1 mL) to remove the unreacted starting material. After vacuum drying of the sample using centrifugal evaporation, the product was dissolved in 8 mL of 10% methanol in water (v/v). The supernatant was collected and concentrated using a rotary evaporator under reduced pressure. For the synthesisof GlcNGc, glycolic acid (0.3 mL, 5 mmol) was used instead of acetic acid. As judged by TLC analysis, the conversion of D-glucosamine to the reaction products 4a or 4b reached approximately 70%. These amidated reaction products were then used directly as starting material for the enzymatic sialylation reactions.

Reference： [1]Molecules,2019,vol. 24

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Technical Information

? Acyl Group Substitution ? Appel Reaction ? Barbier Coupling Reaction ? Baylis-Hillman Reaction ? Bucherer-Bergs Reaction ? Buchwald-Hartwig C-N Bond and C-O Bond Formation Reactions ? Chan-Lam Coupling Reaction ? Chugaev Reaction ? Clemmensen Reduction ? Complex Metal Hydride Reductions ? Corey-Chaykovsky Reaction ? Corey-Fuchs Reaction ? Corey-Kim Oxidation ? Dess-Martin Oxidation ? Fischer Indole Synthesis ? Grignard Reaction ? Hantzsch Dihydropyridine Synthesis ? Heat of Combustion ? Henry Nitroaldol Reaction ? Horner-Wadsworth-Emmons Reaction ? Hydride Reductions ? Jones Oxidation ? Julia-Kocienski Olefination ? Knoevenagel Condensation ? Lawesson's Reagent ? Leuckart-Wallach Reaction ? Mannich Reaction ? Martin's Sulfurane Dehydrating Reagent ? McMurry Coupling ? Meerwein-Ponndorf-Verley Reduction ? Mitsunobu Reaction ? Moffatt Oxidation ? Mukaiyama Aldol Reaction ? Nozaki-Hiyama-Kishi Reaction ? Oxidation of Alcohols by DMSO ? Passerini Reaction ? Paternò-Büchi Reaction ? Petasis Reaction ? Pictet-Spengler Tetrahydroisoquinoline Synthesis ? Preparation of Alcohols ? Preparation of Aldehydes and Ketones ? Preparation of Amines ? Prins Reaction ? Reactions of Alcohols ? Reactions of Aldehydes and Ketones ? Reactions of Amines ? Reactions with Organometallic Reagents ? Reformatsky Reaction ? Ritter Reaction ? Schlosser Modification of the Wittig Reaction ? Schmidt Reaction ? Sharpless Olefin Synthesis ? Specialized Acylation Reagents-Carbodiimides and Related Reagents ? Specialized Acylation Reagents-Ketenes ? Specialized Acylation Reagents-Vilsmeier Reagent ? Stetter Reaction ? Stobbe Condensation ? Swern Oxidation ? Tebbe Olefination ? Ugi Reaction ? Wittig Reaction ? Wolff-Kishner Reduction

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Prevention
Code	Phrase
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P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
P235	Keep cool
P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
P242	Use only non-sparking tools.
P243	Take precautionary measures against static discharge.
P244	Keep reduction valves free from grease and oil.
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P251	Pressurized container: Do not pierce or burn, even after use.
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P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
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Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
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P306	IF ON CLOTHING:
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P311	Call a POISON CENTER or doctor/physician.
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P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
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P332	IF SKIN irritation occurs:
P333	If skin irritation or rash occurs:
P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
P337	If eye irritation persists:
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P342	If experiencing respiratory symptoms:
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P353	Rinse skin with water/shower.
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P363	Wash contaminated clothing before reuse.
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P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
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P401
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H250	Catches fire spontaneously if exposed to air
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H261	In contact with water releases flammable gas
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H311	Toxic in contact with skin
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H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
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Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
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[ CAS No. 7512-17-6 ] {[proInfo.proName]}

Quality Control of [ 7512-17-6 ]

Related Doc. of [ 7512-17-6 ]

Product Details of [ 7512-17-6 ]

Calculated chemistry of [ 7512-17-6 ] Expand+

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 7512-17-6 ]

Application In Synthesis of [ 7512-17-6 ]

[ 7512-17-6 ] Synthesis Path-Upstream 1~1

[ 7512-17-6 ] Synthesis Path-Downstream 1~3

Technical Information

Related Functional Groups of [ 7512-17-6 ]

Aliphatic Chain Hydrocarbons

Aldehydes

Alcohols

Amides

Amines

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 7512-17-6 ]