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Chemistry

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Also known as: 88637-37-0, 2-(benzhydryloxy)-n,n-dimethylethanamine 2-hydroxypropane-1,2,3-tricarboxylate, Diphenhydramine citrate [usp], Diphenhydramine (citrate), 2-benzhydryloxy-n,n-dimethylethanamine;2-hydroxypropane-1,2,3-tricarboxylic acid, 4od433s209
Molecular Formula
C23H29NO8
Molecular Weight
447.5  g/mol
InChI Key
SPCKHVPPRJWQRZ-UHFFFAOYSA-N
FDA UNII
4OD433S209

Diphenhydramine Citrate
A histamine H1 antagonist used as an antiemetic, antitussive, for dermatoses and pruritus, for hypersensitivity reactions, as a hypnotic, an antiparkinson, and as an ingredient in common cold preparations. It has some undesired antimuscarinic and sedative effects.
1 2D Structure

Diphenhydramine Citrate

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
2-benzhydryloxy-N,N-dimethylethanamine;2-hydroxypropane-1,2,3-tricarboxylic acid
2.1.2 InChI
InChI=1S/C17H21NO.C6H8O7/c1-18(2)13-14-19-17(15-9-5-3-6-10-15)16-11-7-4-8-12-16;7-3(8)1-6(13,5(11)12)2-4(9)10/h3-12,17H,13-14H2,1-2H3;13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)
2.1.3 InChI Key
SPCKHVPPRJWQRZ-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CN(C)CCOC(C1=CC=CC=C1)C2=CC=CC=C2.C(C(=O)O)C(CC(=O)O)(C(=O)O)O
2.2 Other Identifiers
2.2.1 UNII
4OD433S209
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 2-diphenylmethoxy-n,n-dimethylethylamine

2. Allerdryl

3. Benadryl

4. Benhydramin

5. Benylin

6. Benzhydramine

7. Citrate, Diphenhydramine

8. Dimedrol

9. Diphenhydramine

10. Diphenhydramine Citrate (1:1)

11. Diphenhydramine Hydrochloride

12. Diphenylhydramin

13. Diphenylhydramine

14. Dormin

15. Hydrochloride, Diphenhydramine

2.3.2 Depositor-Supplied Synonyms

1. 88637-37-0

2. 2-(benzhydryloxy)-n,n-dimethylethanamine 2-hydroxypropane-1,2,3-tricarboxylate

3. Diphenhydramine Citrate [usp]

4. Diphenhydramine (citrate)

5. 2-benzhydryloxy-n,n-dimethylethanamine;2-hydroxypropane-1,2,3-tricarboxylic Acid

6. 4od433s209

7. 2-(diphenylmethoxy)-n,n-dimethylethylamine Citrate (1:1)

8. Diphenhydramine Citrate (usp)

9. Ethanamine, 2-(diphenylmethoxy)-n,n-dimethyl-, 2-hydroxy-1,2,3-propanetricarboxylate (1:1)

10. Unii-4od433s209

11. Einecs 289-432-0

12. Schembl322306

13. Chembl1201089

14. Dtxsid80237211

15. Bcp12478

16. 2-(benzhydryloxy)-n,n-dimethylethanamine2-hydroxypropane-1,2,3-tricarboxylate

17. Akos016005048

18. Diphenhydramine Citrate [mart.]

19. Diphenhydramine Citrate [vandf]

20. 2-benzhydryloxy-n,n-dimethylethanamine,2-hydroxypropane-1,2,3-tricarboxylic Acid

21. Diphenhydramine Citrate [usp-rs]

22. Diphenhydramine Citrate [who-dd]

23. Diphenhydramine Citrate [orange Book]

24. D03854

25. Diphenhydramine Citrate [usp Monograph]

26. 637d370

27. Q5402419

28. (2-(diphenylmethoxy)ethyl)dimethylammonium Dihydrogen 2-hydroxypropane-1,2,3-tricarboxylate

2.4 Create Date
2005-08-09
3 Chemical and Physical Properties
Molecular Weight 447.5 g/mol
Molecular Formula C23H29NO8
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count9
Rotatable Bond Count11
Exact Mass447.18931688 g/mol
Monoisotopic Mass447.18931688 g/mol
Topological Polar Surface Area145 Ų
Heavy Atom Count32
Formal Charge0
Complexity439
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

Histamine H1 Antagonists

Drugs that selectively bind to but do not activate histamine H1 receptors, thereby blocking the actions of endogenous histamine. Included here are the classical antihistaminics that antagonize or prevent the action of histamine mainly in immediate hypersensitivity. They act in the bronchi, capillaries, and some other smooth muscles, and are used to prevent or allay motion sickness, seasonal rhinitis, and allergic dermatitis and to induce somnolence. The effects of blocking central nervous system H1 receptors are not as well understood. (See all compounds classified as Histamine H1 Antagonists.)


Anesthetics, Local

Drugs that block nerve conduction when applied locally to nerve tissue in appropriate concentrations. They act on any part of the nervous system and on every type of nerve fiber. In contact with a nerve trunk, these anesthetics can cause both sensory and motor paralysis in the innervated area. Their action is completely reversible. (From Gilman AG, et. al., Goodman and Gilman's The Pharmacological Basis of Therapeutics, 8th ed) Nearly all local anesthetics act by reducing the tendency of voltage-dependent sodium channels to activate. (See all compounds classified as Anesthetics, Local.)


Sleep Aids, Pharmaceutical

Drugs used to induce SLEEP, prevent SLEEPLESSNESS, or treat SLEEP INITIATION AND MAINTENANCE DISORDERS. (See all compounds classified as Sleep Aids, Pharmaceutical.)


Anti-Allergic Agents

Agents that are used to treat allergic reactions. Most of these drugs act by preventing the release of inflammatory mediators or inhibiting the actions of released mediators on their target cells. (From AMA Drug Evaluations Annual, 1994, p475) (See all compounds classified as Anti-Allergic Agents.)


Antiemetics

Drugs used to prevent NAUSEA or VOMITING. (See all compounds classified as Antiemetics.)


Hypnotics and Sedatives

Drugs used to induce drowsiness or sleep or to reduce psychological excitement or anxiety. (See all compounds classified as Hypnotics and Sedatives.)


API SUPPLIERS

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01

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euroPLX 86 Munich
Not Confirmed
  • fda
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  • WHO-GMP

Virtual BoothPharm-Rx is a reputed global importer and distributor of pharmaceutical active ingredients.

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Diphenhydramine Citrate

About the Company : Pharm-Rx has earned an outstanding reputation since its establishment in 1991, serving as a reputable importer and distributor of active ingredients to the pharmaceutical, nutritio...

Pharm-Rx has earned an outstanding reputation since its establishment in 1991, serving as a reputable importer and distributor of active ingredients to the pharmaceutical, nutritional supplement, and food industries. The company maintains an exceptionally selective approach to its suppliers, personally visiting manufacturers overseas to ensure the highest standards. The sustained growth of Pharm-Rx can be attributed to its steadfast commitment to three core values: quality ingredients, competitive pricing, and unparalleled customer service.
Pharm RX

02

euroPLX 86 Munich
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euroPLX 86 Munich
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Diphenhydramine Citrate

About the Company : Albemarle Corporation (NYSE: ALB), headquartered in Charlotte, NC, is a global specialty chemicals company with leading positions in lithium, bromine and refining catalysts. We pow...

Albemarle Corporation (NYSE: ALB), headquartered in Charlotte, NC, is a global specialty chemicals company with leading positions in lithium, bromine and refining catalysts. We power the potential of companies in many of the world’s largest and most critical industries, from energy and communications to transportation and electronics. Working side-by-side with our customers, we develop value-added, customized solutions that make them more competitive. Our solutions combine the finest technology and ingredients with the knowledge and know-how of our highly experienced and talented team of operators, scientists and engineers.
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03

Recordati

Italy
euroPLX 86 Munich
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Recordati

Italy
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euroPLX 86 Munich
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Diphenhydramine Citrate

About the Company : Recordati, established in 1926, is an international pharmaceutical group, listed on the Italian Stock Exchange (Reuters RECI.MI, Bloomberg REC IM, ISIN IT 0003828271), with a total...

Recordati, established in 1926, is an international pharmaceutical group, listed on the Italian Stock Exchange (Reuters RECI.MI, Bloomberg REC IM, ISIN IT 0003828271), with a total staff of around 4,000, dedicated to the research, development, manufacturing and marketing of pharmaceuticals. Headquartered in Milan, Italy, Recordati has operations in the main European countries, in Russia, in other Central and Eastern European countries, in Turkey, in North Africa and in the United States of America.
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04

euroPLX 86 Munich
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euroPLX 86 Munich
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Diphenhydramine Citrate

About the Company : S.S. PHARMACHEM is a professionally managed Bulk Drug & Chemical manufacturing unit headed by MR. SAGAR S. SANGEKAR & MR. SANJAY S. SANGEKAR. Established in 1987 & committed to dev...

S.S. PHARMACHEM is a professionally managed Bulk Drug & Chemical manufacturing unit headed by MR. SAGAR S. SANGEKAR & MR. SANJAY S. SANGEKAR. Established in 1987 & committed to development of import substitutes. S.S. PHARMACHEM has evolved into highly organized concern comprising of a sophisticated manufacturing complex at Tarapur (Maharashtra). Our Specialized product range has been well accepted by Indian as well as multinational companies. We also export our products to various countries. Our List of Customer include many customers all over the world in U.S.A, EUROPE, CANADA, SINGAPORE, TAIWAN, THAILAND, EGYPT, JORDAN, OMAN, NEPAL, PAKISTAN etc..... Also some of our local customers are multinationals like JOHNSON & JOHNSON, CIPLA, IPCA, INDOCO REMIDIES, AJANTA PHARMA, SHASUN CHEMICALS and many more. Our manufacturing facility has been Audited by companies like JOHNSON & JOHNSON, ABBOTT, IPCA, CIPLA, DR.REDDYS, SHASUN CHEMICALS and also some of our foreign buyers such as SANDOZ CANADA. One of our main products is Diphenhydramine Hcl, Diethyl Carbamazine Citrate, Ambroxol Hcl, Mephenesin, Dimenhydrinate, Maleic Acid. Please also see our attached product List for our entire product range and monthly capacity.
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API Reference Price

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29-Oct-2021
01-Sep-2023
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