Related Searches: isosorbide

Isosorbide(CAS No. 652-67-5)

Isosorbide C6H10O4 (cas 652-67-5) Molecular Structure

652-67-5 Structure

Identification and Related Records

【Name】
Isosorbide
【CAS Registry number】
652-67-5
【Synonyms】
1,4:3, 6-Dianhydro-D-glucitol
Hydronol
D-Glucitol, 1,4:3,6-dianhydro-
AT-101
Vascardin dinitrate
(1S,2S,5S,6R)-4,8-dioxabicyclo[3.3.0]octane-2,6-diol
Sorbid
(+)-D-Isosorbide
(1R,2S,5S,6R)-4,8-dioxabicyclo[3.3.0]octane-2,6-diol
Ismotic (TN)
Devicoran
Glucitol, 1,4:3,6-dianhydro-, D-
Isosorbide (JP14/USP)
D-Isosorbide
【EINECS(EC#)】
211-492-3
【Molecular Formula】
C6H10O4 (Products with the same molecular formula)
【Molecular Weight】
146.14
【Inchi】
InChI=1/C6H10O4/c7-3-1-9-6-4(8)2-10-5(3)6/h3-8H,1-2H2/t3-,4+,5-,6-/m1/s1
【Canonical SMILES】
C1C(C2C(O1)C(CO2)O)O
【Isomers smiles】
C1[C@H]([C@@H]2[C@H](O1)[C@H](CO2)O)O
【MOL File】
652-67-5.mol

Chemical and Physical Properties

【Appearance】
off-white to light yellow or beige crystal
【Density】
1.475 g/cm3
【Melting Point】
56-62℃
【Boiling Point】
372.1 ºC at 760 mmHg
【Refractive Index】
45 ° (C=5, H2O)
【Flash Point】
372.1 ºC at 760 mmHg
【Alpha】
42 º (C=3, H2O)
【Solubilities】
Appearance:Yellow to Greenish Solidified Mass
Transport Information:25kgs
Hazard Symbols:UN NO.
【Color/Form】
CRYSTALS
【Storage temp】
Refrigerator
【Spectral properties】
SPECIFIC OPTICAL ROTATION: +44 DEG/D
【Computed Properties】
Molecular Weight:146.1412 [g/mol]
Molecular Formula:C6H10O4
XLogP3:-1.4
H-Bond Donor:2
H-Bond Acceptor:4
Rotatable Bond Count:0
Exact Mass:146.057909
MonoIsotopic Mass:146.057909
Topological Polar Surface Area:58.9
Heavy Atom Count:10
Formal Charge:0
Complexity:122
Isotope Atom Count:0
Defined Atom Stereocenter Count:4
Undefined Atom Stereocenter Count:0
Defined Bond Stereocenter Count:0
Undefined Bond Stereocenter Count:0
Covalently-Bonded Unit Count:1
Feature 3D Acceptor Count:4
Feature 3D Donor Count:2
Feature 3D Ring Count:2
Effective Rotor Count:1.2
Conformer Sampling RMSD:0.4
CID Conformer Count:3

Safety and Handling

【Risk Statements】
R22
【Safety Statements 】
S24/25
【Safety】
Risk Statements:22
22:Harmful if swallowed
Safety Statements:24/25
24/25:Avoid contact with skin and eyes
WGK Germany:2
【Sensitive】
Hygroscopic
【Formulations/Preparations】
ISMOTIC (ALCON), ORAL AS 45% SOLUTION.
【Specification】

The Hydronol, with its CAS registry number 652-67-5, has the IUPAC name of (3S,3aR,6R,6aR)-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-3,6-diol. This is a kind of off-white to light yellow or beige crystal, and it is often used as the diuretic. When you swallow it, it will be harmful, and you should avoid contacting skin and eyes.

The characteristics of Hydronol are as follows: (1)ACD/LogP: -1.75; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.75; (4)ACD/LogD (pH 7.4): -1.75; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 2.65; (8)ACD/KOC (pH 7.4): 2.65; (9)#H bond acceptors: 4; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 36.92; (13)Index of Refraction: 1.562; (14)Molar Refractivity: 32.11 cm3; (15)Molar Volume: 99 cm3; (16)Polarizability: 12.73×10-24 cm3; (17)Surface Tension: 56.6 dyne/cm; (18)Density: 1.475 g/cm3; (19)Flash Point: 178.8 °C; (20)Enthalpy of Vaporization: 71.64 kJ/mol; (21)Boiling Point: 372.1 °C at 760 mmHg; (22)Vapour Pressure: 4.71E-07 mmHg at 25°C; (23)Exact Mass: 146.057909; (24)MonoIsotopic Mass: 146.057909; (25)Topological Polar Surface Area: 58.9; (26)Heavy Atom Count: 10; (27)Complexity: 122.

In addition, you could convert the following datas into the molecular structure:
(1)Canonical SMILES: C1C(C2C(O1)C(CO2)O)O
(2)Isomeric SMILES: C1[C@H]([C@@H]2[C@H](O1)[C@H](CO2)O)O
(3)InChI: InChI=1S/C6H10O4/c7-3-1-9-6-4(8)2-10-5(3)6/h3-8H,1-2H2/t3-,4+,5-,6-/m1/s1
(4)InChIKey: KLDXJTOLSGUMSJ-JGWLITMVSA-N 

Below are the toxicity information of this chemical:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 13600mg/kg (13600mg/kg)   Drugs in Japan Vol. 6, Pg. 71, 1982.
mouse LD50 intravenous 6870mg/kg (6870mg/kg) BRAIN AND COVERINGS: CHANGES IN CEREBRAL SPINAL FLUID Oyo Yakuri. Pharmacometrics. Vol. 3, Pg. 15, 1969.
mouse LD50 oral 289mg/kg (289mg/kg)   Oyo Yakuri. Pharmacometrics. Vol. 3, Pg. 187, 1969.
rat LD50 intravenous 11gm/kg (11000mg/kg)   Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 64(4), Pg. 158S, 1968.
rat LD50 oral 24150mg/kg (24150mg/kg)   Oyo Yakuri. Pharmacometrics. Vol. 3, Pg. 15, 1969.

Use and Manufacturing

【Use and Manufacturing】
Methods of Manufacturing

PREPARED BY ACID DEHYDRATION OF D-GLUCITOL: HAWORTH, WIGGINS, BRITISH PATENT 600,870 (1948). PURIFICATION: HARTMANN, US PATENT 3,160,641 (1964 TO ATLAS CHEM INDUSTRIES).
【Usage】
Reagent used to prepare detergents, cleansers, cosmetics, agrochemicals and vasodilators.

Biomedical Effects and Toxicity

【Pharmacological Action】
- Compounds that increase urine volume by increasing the amount of osmotically active solute in the urine. Osmotic diuretics also increase the osmolarity of plasma.
【Therapeutic Uses】
Diuretics, Osmotic
...IS ORAL OSMOTIC AGENT USED FOR EMERGENCY TREATMENT OF ACUTE ANGLE-CLOSURE GLAUCOMA & OTHER CONDITIONS IN WHICH RAPID REDUCTION IN INTRAOCULAR PRESSURE & VITREOUS VOLUME IS INDICATED.
ISOSORBIDE PRODUCES MORE SIGNIFICANT DIURESIS THAN GLYCERIN & CATHETERIZATION MAY BE NECESSARY.
USE OF ISOSORBIDE STUDIED IN 23 CHILDREN WITH MYELODYSPLASIA & HYDROCEPHALUS. HEAD GROWTH RATE SIGNIFICANTLY DECR IN 18 PATIENTS. CEREBROSPINAL FLUID FLOW DECR BY 50% IN 12 ISOSORBIDE TRIALS. DRUG IS OF BENEFIT FOR TEMPORARY USE PRIOR TO INSERTION OF MECHANICAL SHUNT SYSTEM.
THIRTY PATIENTS WITH VARIOUS TYPES OF GLAUCOMA WERE TREATED WITH 50% SOLN OF ISOSORBIDE. DOSE OF 1.5 G/KG RESULTED IN FALL IN PRESSURE IN HYPERTENSIVE EYES FROM 9 TO 32 MM HG. AVERAGE REDUCTION IN PRESSURE WAS 30% OF INITIAL LEVEL.
ISOSORBIDE PRODUCED SIGNIFICANT SODIUM EXCRETION; HOWEVER, NO GI, BONE MARROW, HEPATIC OR RENAL TOXICITY NOTED. ORAL EFFECTIVENESS WAS SIMILIAR TO THAT OF IV MANNITOL.
... IT EFFECTIVELY PREVENTED THE NEED FOR SHUNT THERAPY IN 10 OF 34 PT. IN POSTHEMORRHAGIC & POSTMENINGITIC HYDROCEPHALUS VALUABLE TIME WAS GAINED BEFORE SHUNT THERAPY.
MEDICATION (VET): OSMOTIC DIURENTIC AGENT
【Biomedical Effects and Toxicity】
IN DOGS, 5.5 MILLIMOLES/KG IV CAUSED LESS SOLUTE EXCRETION THAN AN EQUIMOLAR DOSE OF MANNITOL. THE DISTRIBUTION SPACE OF LABELED ISOSORBIDE WAS 54% OF BODY WT IN INTACT & NEPHRECTOMIZED DOGS. PROXIMAL TUBULAR REABSORPTION OF ISOSORBIDE WAS PROBABLY PASSIVE.

Supplier Location

Top Suppliers

Diamond member Nanjing Bangnuo Biotechnology Co., Ltd.
Country:ChinaChina
Business Type:Manufacturer
Telephone:86-25-52178272
Diamond member Hangzhou Dayangchem Co., Ltd.
Country:ChinaChina
Business Type:Manufacturer
Telephone:86-571-88938639
Diamond member FORT ST BIOLOGICAL TECHNOLOGY LIMITED
Country:ChinaChina
Business Type:Trading Company
Telephone:86-311-13292230735
Diamond member Wuhan Fortuna Chemical Co., Ltd.
Country:ChinaChina
Business Type:Manufacturer
Telephone:0086-27-59207850
Diamond member AOPHARM
Country:ChinaChina
Business Type:Manufacturer
Telephone:86-311-66600578
Diamond member Jinlan Pharm-Drugs Technology Co., Limited
Country:ChinaChina
Business Type:Manufacturer
Telephone:86-571-85829152
Diamond member Finetech Industry limited.
Country:ChinaChina
Business Type:Manufacturer
Telephone:86-27-87465837
Diamond member Hangzhou J&H Chemical Co., Ltd
Country:ChinaChina
Business Type:Manufacturer
Telephone:86-571-87396430
Diamond member Shanghai Chemrole Co.,ltd
Country:ChinaChina
Business Type:Trading Company
Telephone:86-21-50278900
Wuhan Haizheng Industry & Trade Development Co. Ltd
Country:ChinaChina
Business Type:Manufacturer
Telephone:86-27-88660577
Raw materials

Quick Search

Cas    Name

Related products

isosorbide dinitrate

1,4:3,6-dianhydrosorbitol 2,5-dinitrate; sorbide nitrate; Isosobide dinitrate

D-ISOSORBIDE DINITRATE

D-ISOSORBIDE DINITRATE;D-Isosorbide dinitrate-Lactose mixture;D-isosorbide dinitrate-lactose mixture 2:3

Isosorbide-13C6 2-Nitrate

1,4:3,6-Dianhydro-D-glucitol-13C6 2-mononitrate;1,4:3,6-Dianhydro-D-glucitol-13C6 2-Nitrate;6-Nitrooxyhexahydro-furo[3,2-b]furan-3-ol-13C6;Isosorbide-...

isosorbide-2-benzyl carbamate

;.2-(benzylaminocarbonyl)-1,4:3,6-dianhydro-D-glucitol;2-(benzylaminocarbonyloxy)-1,4:3,6-dianhydro-D-glucitol;.isosorbide-2-benzylcarbamate