3-Indolyl acetate supplier

Name
INDOXYL ACETATE
EINECS 210-154-2
CAS No. 608-08-2
Article Data16
CAS DataBase
Density 1.255 g/cm³
Solubility Soluble in ethanol, water, chloroform, dichloromethane and methanol.
Melting Point 128-130 °C(lit.)
Formula C₁₀H₉NO₂
Boiling Point 339.1 °C at 760 mmHg
Molecular Weight 175.187
Flash Point 158.9 °C
Transport Information
Appearance Dark blue solid
Safety 26-36
Risk Codes 22-36/37/38
Molecular Structure
Hazard Symbols Xn
Synonyms 1H-Indol-3-ol,acetate (ester) (9CI);Indol-3-ol, acetate (7CI);Indol-3-ol, acetate (ester)(8CI);Indoxyl acetate (6CI);3-Acetoxyindole;3-Indolyl acetate;3-Indoxylacetate;NSC 13964;
PSA 42.09000
LogP 2.09320

Synthetic route

: 120-72-9
indole

: 3240-34-4
[bis(acetoxy)iodo]benzene

: 608-08-2
3-indoxyl acetate

Conditions

Conditions	Yield
With potassium hydroxide In acetonitrile at 35℃; for 1.5h;	76%
With potassium hydroxide In toluene; acetonitrile at 20℃; for 1.5h; Green chemistry;

: 5-acetoxy-3-methoxycarbonyl-5H-1,2-benzodiazepine

A: 608-08-2
3-indoxyl acetate

B: 623-49-4
ethyl cyanoformate

Conditions

Conditions	Yield
In dichloromethane for 0.133333h; Irradiation;	A 74% B n/a

: 120-72-9
indole

: 2570-63-0
thallium(III) acetate

: 608-08-2
3-indoxyl acetate

Conditions

Conditions	Yield
With acetic acid at 30℃; for 2h;	43%

: 26340-47-6
3-Iodo-1H-indole

: 563-63-3
silver(I) acetate

: 608-08-2
3-indoxyl acetate

Conditions

Conditions	Yield
With acetic acid at 90℃; for 1h;	41%
With acetic acid

: 100063-39-6
2-Acetyl-1H-indol-3-yl-acetat

: 608-08-2
3-indoxyl acetate

Conditions

Conditions	Yield
With sodium hydroxide; water unter Stickstoff und Behandeln des Reaktionsprodukts mit Acetanhydrid bei 0grad;

: 612-42-0
phenylglycine-o-carboxylic acid

A: 608-08-2
3-indoxyl acetate

B: 1-acetyl-3-hydroxy-indole-2-carboxylic acid

Conditions

Conditions	Yield
With potassium hydroxide at 260℃; Behandeln des mit CO2 und Essigsaeure teilweise neutralisierten Reaktionsgemisches mit Acetanhydrid;

: 480-93-3
indoxyl

: 108-24-7
acetic anhydride

: 608-08-2
3-indoxyl acetate

Conditions

Conditions	Yield
With sulfuric acid; water
With alkali
With alkali

: 140843-81-8
1-Nitrosoindol-3-yl acetate

: 608-08-2
3-indoxyl acetate

Conditions

Conditions	Yield
In 1,4-dioxane; water at 25℃; Equilibrium constant;

: 67790-18-5
3-methoxycarbonyl-5H-1,2-benzodiazepine

: 608-08-2
3-indoxyl acetate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 68 percent / CH2Cl2 / 0 - 20 °C 2: 74 percent / CH2Cl2 / 0.13 h / Irradiation View Scheme

: 6245-93-8
3-hydroxy-1H-indole-2-carboxylic acid

: 608-08-2
3-indoxyl acetate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: water / 70 - 80 °C 2: alkali View Scheme
Multi-step reaction with 2 steps 2: alkali View Scheme

: 120-72-9
indole

: 608-08-2
3-indoxyl acetate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: methanol. NaOH-solution; iodine; potassium iodide 2: acetic acid View Scheme

: 608-08-2
3-indoxyl acetate

: N-Methyl-7-azaisatin

: 1202876-71-8
(2'Z)-7-aza-1-methylindirubin

Conditions

Conditions	Yield
Stage #1: 3-indoxyl acetate; N-Methyl-7-azaisatin In methanol at 25℃; Inert atmosphere; Stage #2: With sodium carbonate In methanol at 25℃; Inert atmosphere;	100%

: 443-69-6
5-fluoro-1H-indole-2,3-dione

: 608-08-2
3-indoxyl acetate

: 910035-37-9
5-Fluoroindirubin

Conditions

Conditions	Yield
With sodium carbonate In methanol at 20℃; for 3h;	95%
With sodium carbonate In methanol at 20℃;
With sodium carbonate

: 608-08-2
3-indoxyl acetate

: 87-48-9
5-Bromo-1H-indole-2,3-dione

: 126433-41-8
5-Bromoindirubin

Conditions

Conditions	Yield
With sodium carbonate In methanol at 20℃; for 3h;	95%
With sodium carbonate In methanol for 3.5h;	80%

: 608-08-2
3-indoxyl acetate

: 63220-48-4
7-chloro-1-methylindoline-2,3-dione

: 906660-40-0
7-Chloro-1-methylindirubin

Conditions

Conditions	Yield
With sodium carbonate In methanol	95%

: 443-69-6
5-fluoro-1H-indole-2,3-dione

: 608-08-2
3-indoxyl acetate

: 251903-00-1
5-fluoro-indirubin

Conditions

Conditions	Yield
With sodium carbonate In methanol at 20℃; for 3h; Inert atmosphere;	95%

: 608-08-2
3-indoxyl acetate

: 91-56-5
indole-2,3-dione

: 479-41-4
indirubin

Conditions

Conditions	Yield
With sodium carbonate In methanol for 48h;	94%
With potassium carbonate In methanol at 20℃; for 25h;	85%
With sodium carbonate In methanol at 20℃; for 24.5h;	81%

: 608-08-2
3-indoxyl acetate

: 91-56-5
indole-2,3-dione

: 479-41-4
indirubin

Conditions

Conditions	Yield
With potassium carbonate In methanol at 20℃; for 5h; Inert atmosphere;	93%
With sodium carbonate In methanol at 25℃; for 36h;	82%
With sodium carbonate In methanol at 20℃;	73%

: 608-08-2
3-indoxyl acetate

: 91-56-5
indole-2,3-dione

: indirubin-3'-oxime

Conditions

Conditions	Yield
With sodium carbonate In methanol at 20℃; for 3h; Inert atmosphere;	93%
Multi-step reaction with 2 steps 1: sodium carbonate / methanol / 20 °C 2: hydroxylamine hydrochloride; pyridine / 2 h / 120 °C View Scheme
Multi-step reaction with 2 steps 1: sodium carbonate / methanol 2: hydroxylamine hydrochloride; pyridine / Heating View Scheme

: 317-20-4
7-fluoro-1H-indole-2,3-dione

: 608-08-2
3-indoxyl acetate

: C16H9FN2O2

Conditions

Conditions	Yield
With sodium carbonate In methanol at 20℃;	93%

: 608-08-2
3-indoxyl acetate

: 25128-32-9
1H-indole-2,3-dione-5-carboxylic acid

: 1238056-78-4
indirubin-5-carboxylic acid

Conditions

Conditions	Yield
With sodium carbonate In methanol at 20℃; for 20h; Inert atmosphere;	92%

: 608-08-2
3-indoxyl acetate

: 343-69-1
6-(Trifluoromethyl)-1H-indol-2,3-dione

: 1257060-35-7
6-trifluoromethylindirubin

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In ethanol at 65 - 70℃; for 3h;	91%

: 20780-74-9
7-bromoisatin

: 608-08-2
3-indoxyl acetate

: 950669-85-9
7-bromoindirubin

Conditions

Conditions	Yield
With sodium carbonate In methanol at 20℃;	91%
With sodium carbonate In methanol
With sodium carbonate In methanol

: 42816-53-5
5-Aminoisatin

: 608-08-2
3-indoxyl acetate

: 910035-26-6
5-Aminoindirubin

Conditions

Conditions	Yield
With sodium carbonate In methanol at 20℃; for 3h;	90%
Stage #1: 5-Aminoisatin; 3-indoxyl acetate In methanol at 25℃; for 0.416667h; Stage #2: With sodium carbonate In methanol at 25℃; for 3h;	90%
With sodium carbonate In methanol at 45℃; for 1h; Inert atmosphere;	90%

: 608-08-2
3-indoxyl acetate

: 75591-28-5
N-(2,3-dioxoindolin-5-yl)acetamide

: 910035-28-8
5-Acetylaminoindirubin

Conditions

Conditions	Yield
With sodium carbonate In methanol at 20℃; for 3h;	90%
With sodium carbonate In methanol at 45℃; for 1h; Inert atmosphere;	90%

: 608-08-2
3-indoxyl acetate

: 3484-32-0
1-methyl-5-nitro-1H-indole-2,3-dione

: 1-Methyl-5-nitroindirubin

Conditions

Conditions	Yield
With sodium carbonate In methanol at 20℃; for 3h;	90%

: 20780-78-3
7-iodoisatin

: 608-08-2
3-indoxyl acetate

: 906660-39-7
7-Iodoindirubin

Conditions

Conditions	Yield
With sodium carbonate In methanol	90%

: 6326-79-0
6-bromoisatin

: 608-08-2
3-indoxyl acetate

: 667463-60-7
6-Bromoindirubin

Conditions

Conditions	Yield
Stage #1: 6-bromoisatin; 3-indoxyl acetate In methanol for 0.416667h; Stage #2: With sodium carbonate In methanol for 3h;	90%
With sodium carbonate In methanol at 25℃; for 5h; Inert atmosphere; Darkness;	90%
With toluene-4-sulfonic acid In ethanol at 65 - 70℃; for 3h;	87%

: 608-08-2
3-indoxyl acetate

: 851366-93-3
6-bromo-5-aminoisatin

: 6-bromo-5-aminoindirubin

Conditions

Conditions	Yield
Stage #1: 3-indoxyl acetate; 6-bromo-5-aminoisatin In methanol at 25℃; for 0.416667h; Stage #2: With sodium carbonate In methanol at 25℃; for 3h;	90%

: 608-08-2
3-indoxyl acetate

: 611-09-6
5-nitroisatin

: 910035-18-6
5-Nitroindirubin

Conditions

Conditions	Yield
With sodium carbonate In methanol at 20℃; for 3h;	89%
With sodium carbonate In methanol at 45℃; for 1h; Inert atmosphere;	89%
With sodium carbonate In methanol at 20℃;
With sodium carbonate In methanol at 20℃;
With sodium carbonate

: 6326-79-0
6-bromoisatin

: 608-08-2
3-indoxyl acetate

: 200273-66-1
6′-bromoindirubin

Conditions

Conditions	Yield
With sodium carbonate In methanol at 20℃; for 3h; Inert atmosphere;	89%
With sodium carbonate In methanol at 20℃; Inert atmosphere;	85%
With sodium carbonate In methanol
In methanol Alkaline conditions;
With sodium carbonate In methanol

: 7477-63-6
7-chloroisatin

: 608-08-2
3-indoxyl acetate

: C16H9ClN2O2

Conditions

Conditions	Yield
With sodium carbonate In methanol at 20℃;	88%

: 906660-36-4
7-iodo-1-methylindolin-2,3-dione

: 608-08-2
3-indoxyl acetate

: 906660-42-2
7-Iodo-1-methylindirubin

Conditions

Conditions	Yield
With sodium carbonate In methanol	87%

: 608-08-2
3-indoxyl acetate

: 100-10-7
4-dimethylamino-benzaldehyde

: 38072-53-6
(Z)-2-(4-(dimethylamino)benzylidene)indolin-3-one

Conditions

Conditions	Yield
Stage #1: 3-indoxyl acetate With sodium hydroxide In methanol; water at 100℃; for 0.25h; Inert atmosphere; Stage #2: 4-dimethylamino-benzaldehyde In methanol; water at 0 - 20℃; for 72h; Inert atmosphere;	86%

: 608-08-2
3-indoxyl acetate

: 127033-04-9
ethyl (2Z)-3-bromo-2-(hydroxyimino)propanoate

A: 106040-13-5
ethyl α-(hydroxyimino)-β-(3-acetoxyindolen-3-yl)propanoate

: 106040-12-4
3-(ethoxycarbonyl)-4a-acetoxy-4,4a,9,9a-tetrahydro-1,2-oxazino<5,6-b>indole

Conditions

Conditions	Yield
With sodium carbonate In dichloromethane for 18h; Ambient temperature;	A 15% B 85%

...Expand

: 20780-74-9
7-bromoisatin

: 608-08-2
3-indoxyl acetate

: 906660-38-6
7-Bromoindirubin

Conditions

Conditions	Yield
With sodium carbonate In methanol	85%
With sodium carbonate In methanol at 20℃; for 3.5h; Inert atmosphere;
With sodium carbonate In methanol

: 608-08-2
3-indoxyl acetate

: 391-12-8
7-trifluoromethylisatin

: 1409933-16-9
(2’Z)-7-trifluoromethyl-indirubin

Conditions

Conditions	Yield
With sodium carbonate In methanol at 20℃; for 3.5h; Inert atmosphere;	85%

: 906660-35-3
7-bromo-1-methylindoline-2,3-dione

: 608-08-2
3-indoxyl acetate

: 906660-41-1
7-Bromo-1-methylindirubin

Conditions

Conditions	Yield
With sodium carbonate In methanol	83%
With sodium carbonate In methanol at 20℃; for 3.5h;

: 608-08-2
3-indoxyl acetate

: 108-24-7
acetic anhydride

: 16800-67-2
N,O-diacetylindoxyl

Conditions

Conditions	Yield
With triethylamine at 80 - 90℃; for 0.5h;	82%
With dmap; triethylamine In tetrahydrofuran for 3h; Heating / reflux;	67%

: 493-57-2
benzo-[b]thiophene-2,3-dione

: 608-08-2
3-indoxyl acetate

: (2'Z)-thioindirubin

Conditions

Conditions	Yield
With hydrogenchloride; acetic acid In water at 20℃; for 18h; Darkness;	82%

: 6326-79-0
6-bromoisatin

: 608-08-2
3-indoxyl acetate

: 479-41-4
indirubin

Conditions

Conditions	Yield
With sodium sulfate; triethylamine In tetrahydrofuran; isopropyl alcohol at 30℃; for 60h; Enzymatic reaction;	82%

3-Indolyl acetate Chemical Properties

Product Name: Indoxyl acetate (608-08-2)

Molecular Formula: C₁₀H₉NO₂
Molecular Weight: 175.18g/mol
Mol File: 608-08-2.mol
Einecs: 210-154-2
Appearance: Dark Blue Solid
Melting Point: 128-130 °C(lit.)
storage Temperature: 2-8°C
Product Categories: Indoles and derivatives ; Indole Derivatives ; Simple Indoles ; Indoles ; Intermediates .
Synonyms of Ethyl Indoxyl acetate (608-08-2) : 3-acetoxyindole ; 3-indolyl acetate ; 3-indoxyl-3-acetate ; 3-indoxyl acetate ; acetic acid 3-indolyl ester ; 1h-indol-3-yl acetate ; indol-3-yl acetate ; indoxyl acetate ; 1h-indol-3-ol 3-acetate ; 1h-indol-3-ol acetate (ester) ; 3-acetoxyindole ; acetic acid ; 3-indolyl ester ; indol-3-ol acetate (ester) (8CI) .

3-Indolyl acetate Uses

Indoxyl acetate (608-08-2) is mainly used as a plant growth-stimulating hormone and reagents.

3-Indolyl acetate Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	600mg/kg (600mg/kg)		Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 55, Pg. 1514, 1959.

3-Indolyl acetate Consensus Reports

Reported in EPA TSCA Inventory.

3-Indolyl acetate Safety Profile

Moderately toxic by intraperitoneal route. When heated to decomposition it emits toxic vapors of NOx.
Safety Information of Ethyl Indoxyl acetate (608-08-2):
Hazard Codes: Xn
Risk Statements: 22-36/37/38
22: Harmful if swallowed
36: Irritating to the eyes
37: Irritating to the respiratory system
38: Irritating to the skin
Safety Statements: 26-36
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36: Wear suitable protective clothing

Product Name

INDOXYL ACETATE

Synthetic route

3-Indolyl acetate Chemical Properties

3-Indolyl acetate Uses

3-Indolyl acetate Toxicity Data With Reference

3-Indolyl acetate Consensus Reports

3-Indolyl acetate Safety Profile

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